메뉴 건너뛰기




Volumn 31, Issue 12, 1998, Pages 805-818

Rational Development of Practical Catalysts for Aromatic Carbon-Nitrogen Bond Formation

Author keywords

[No Author keywords available]

Indexed keywords


EID: 0001038733     PISSN: 00014842     EISSN: None     Source Type: Journal    
DOI: 10.1021/ar9600650     Document Type: Article
Times cited : (1840)

References (94)
  • 1
    • 33747073729 scopus 로고
    • Palladium-Catalyzed Aromatic Animations with in situ Generated Aminostannanes
    • (a) Guram, A. S.; Buchwald, S. L. Palladium-Catalyzed Aromatic Animations with in situ Generated Aminostannanes. J. Am. Chem. Soc. 1994, 116, 7901-7902.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 7901-7902
    • Guram, A.S.1    Buchwald, S.L.2
  • 2
    • 33748621833 scopus 로고
    • A Simple Catalytic Method for the Conversion of Aryl Bromides to Arylamines
    • (b) Guram, A. S.; Rennels, R. A.; Buchwald, S. L. A Simple Catalytic Method for the Conversion of Aryl Bromides to Arylamines. Angew. Chem., Int. Ed. Engl. 1995, 34, 1348-1350.
    • (1995) Angew. Chem., Int. Ed. Engl. , vol.34 , pp. 1348-1350
    • Guram, A.S.1    Rennels, R.A.2    Buchwald, S.L.3
  • 3
    • 0029743317 scopus 로고    scopus 로고
    • An Improved Catalyst System for Aromatic Carbon-Nitrogen Bond Formation: The Possible Involvement of Bis-(phosphine) Palladium Complexes as Key Intermediates
    • (c) Wolfe, J. P.; Wagaw, S.; Buchwald, S. L. An Improved Catalyst System for Aromatic Carbon-Nitrogen Bond Formation: The Possible Involvement of Bis-(phosphine) Palladium Complexes as Key Intermediates. J. Am. Chem. Soc. 1996, 118, 7215-7216.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 7215-7216
    • Wolfe, J.P.1    Wagaw, S.2    Buchwald, S.L.3
  • 4
    • 5144228478 scopus 로고    scopus 로고
    • Palladium-Catalyzed Amination of Aryl Iodides
    • (d) Wolfe, J. P.; Buchwald, S. L. Palladium-Catalyzed Amination of Aryl Iodides. J. Org. Chem. 1996, 61, 1133-1135.
    • (1996) J. Org. Chem. , vol.61 , pp. 1133-1135
    • Wolfe, J.P.1    Buchwald, S.L.2
  • 5
    • 0029874188 scopus 로고    scopus 로고
    • Intramolecular Palladium-Catalyzed Aryl Amination and Aryl Amidation
    • (e) Wolfe, J. P.; Rennels, R. A.; Buchwald, S. L. Intramolecular Palladium-Catalyzed Aryl Amination and Aryl Amidation. Tetrahedron 1996, 52, 7525-7546.
    • (1996) Tetrahedron , vol.52 , pp. 7525-7546
    • Wolfe, J.P.1    Rennels, R.A.2    Buchwald, S.L.3
  • 6
    • 0001066461 scopus 로고    scopus 로고
    • Synthesis and Solution Structure of Palladium Tris(o-tolyl)phosphine Mono(amine) Complexes
    • (f) Widenhoefer, R. A.; Zhong, H. A.; Buchwald, S. L. Synthesis and Solution Structure of Palladium Tris(o-tolyl)phosphine Mono(amine) Complexes. Organometallics 1996, 15, 2745-2754.
    • (1996) Organometallics , vol.15 , pp. 2745-2754
    • Widenhoefer, R.A.1    Zhong, H.A.2    Buchwald, S.L.3
  • 7
    • 0001279423 scopus 로고    scopus 로고
    • Halide and Amine Influence in the Equilibrium Formation of Palladium Tris(o-tolyl)phosphine Mono(amine) Complexes from Palladium Aryl Halide Dimers
    • (g) Widenhoefer, R. A.; Buchwald, S. L. Halide and Amine Influence in the Equilibrium Formation of Palladium Tris(o-tolyl)phosphine Mono(amine) Complexes from Palladium Aryl Halide Dimers. Organometallics 1996, 15, 2755-2763.
    • (1996) Organometallics , vol.15 , pp. 2755-2763
    • Widenhoefer, R.A.1    Buchwald, S.L.2
  • 8
    • 0000712049 scopus 로고    scopus 로고
    • Formation of Palladium Bis-(amine) Complexes from Reaction of Amine with Palladium Tris(o-tolyl)phosphine Mono(amine) Complexes
    • (h) Widenhoefer, R. A.; Buchwald, S. L. Formation of Palladium Bis-(amine) Complexes from Reaction of Amine with Palladium Tris(o-tolyl)phosphine Mono(amine) Complexes. Organometallics 1996, 15, 3534-3542.
    • (1996) Organometallics , vol.15 , pp. 3534-3542
    • Widenhoefer, R.A.1    Buchwald, S.L.2
  • 9
    • 0029915820 scopus 로고    scopus 로고
    • Novel Syntheses of Tetrahydropyrroloquinolines: Applications to Alkaloid Synthesis
    • (i) Peat, A. J.; Buchwald, S. L. Novel Syntheses of Tetrahydropyrroloquinolines: Applications to Alkaloid Synthesis. J. Am. Chem. Soc. 1996, 118, 1028-1030.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 1028-1030
    • Peat, A.J.1    Buchwald, S.L.2
  • 10
    • 0030760535 scopus 로고    scopus 로고
    • Palladium-Catalyzed Coupling of Optically Active Amines with Aryl Bromides
    • (j) Wagaw, S.; Rennels, R. A.; Buchwald, S. L. Palladium-Catalyzed Coupling of Optically Active Amines with Aryl Bromides. J. Am. Chem. Soc. 1997, 119, 8451-8458.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 8451-8458
    • Wagaw, S.1    Rennels, R.A.2    Buchwald, S.L.3
  • 11
    • 0029905037 scopus 로고    scopus 로고
    • The Synthesis of Aminopyridines: A Method Employing Palladium-Catalyzed Carbon-Nitrogen Bond Formation
    • (k) Wagaw, S.; Buchwald, S. L. The Synthesis of Aminopyridines: A Method Employing Palladium-Catalyzed Carbon-Nitrogen Bond Formation. J. Org. Chem. 1996, 61, 7240-7241.
    • (1996) J. Org. Chem. , vol.61 , pp. 7240-7241
    • Wagaw, S.1    Buchwald, S.L.2
  • 12
    • 0001374741 scopus 로고    scopus 로고
    • Room Temperature Catalytic Amination of Aryl Iodides
    • (l) Wolfe, J. P.; Buchwald, S. L. Room Temperature Catalytic Amination of Aryl Iodides. J. Org. Chem. 1997, 62, 6066-6068.
    • (1997) J. Org. Chem. , vol.62 , pp. 6066-6068
    • Wolfe, J.P.1    Buchwald, S.L.2
  • 13
    • 0000418343 scopus 로고    scopus 로고
    • Palladium-Catalyzed Amination of Aryl Triflates
    • (m) Wolfe, J. P.; Buchwald, S. L. Palladium-Catalyzed Amination of Aryl Triflates. J. Org. Chem. 1997, 62, 1264-1267.
    • (1997) J. Org. Chem. , vol.62 , pp. 1264-1267
    • Wolfe, J.P.1    Buchwald, S.L.2
  • 14
    • 0030873988 scopus 로고    scopus 로고
    • An Ammonia Equivalent for the Palladium-Catalyzed Amination of Aryl Halides and Triflates
    • (n) Wolfe, J. P.; Åhman, J.; Sadighi, J. P.; Singer, R. A.; Buchwald, S. L. An Ammonia Equivalent for the Palladium-Catalyzed Amination of Aryl Halides and Triflates. Tetrahedron Lett. 1997, 38, 6367-6370.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 6367-6370
    • Wolfe, J.P.1    Åhman, J.2    Sadighi, J.P.3    Singer, R.A.4    Buchwald, S.L.5
  • 15
    • 0030845978 scopus 로고    scopus 로고
    • Improved Functional Group Compatibility in the Palladium-Catalyzed Amination of Aryl Bromides
    • (o) Wolfe, J. P.; Buchwald, S. L. Improved Functional Group Compatibility in the Palladium-Catalyzed Amination of Aryl Bromides. Tetrahedron Lett. 1997, 38, 6359-6362.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 6359-6362
    • Wolfe, J.P.1    Buchwald, S.L.2
  • 16
    • 0030747792 scopus 로고    scopus 로고
    • NickelCatalyzed Amination of Aryl Chlorides
    • (p) Wolfe, J. P.; Buchwald, S. L. NickelCatalyzed Amination of Aryl Chlorides. J. Am. Chem. Soc. 1997, 119, 6054-6058.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 6054-6058
    • Wolfe, J.P.1    Buchwald, S.L.2
  • 17
    • 0001674239 scopus 로고    scopus 로고
    • Palladium-Catalyzed Amination of Aryl Bromides: Use of Phosphinoether Ligands for the Efficient Coupling of Acyclic Secondary Amines
    • (q) Marcoux, J.-F.; Wagaw, S.; Buchwald, S. L. Palladium-Catalyzed Amination of Aryl Bromides: Use of Phosphinoether Ligands for the Efficient Coupling of Acyclic Secondary Amines. J. Org. Chem. 1997, 62, 1568-1569.
    • (1997) J. Org. Chem. , vol.62 , pp. 1568-1569
    • Marcoux, J.-F.1    Wagaw, S.2    Buchwald, S.L.3
  • 18
    • 0030748897 scopus 로고    scopus 로고
    • An Improved Method for the Palladium-Catalyzed Amination of Aryl Triflates
    • (r) Åhman, J.; Buchwald, S. L. An Improved Method for the Palladium-Catalyzed Amination of Aryl Triflates. Tetrahedron Lett. 1997, 38, 6363-6366.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 6363-6366
    • Åhman, J.1    Buchwald, S.L.2
  • 19
    • 0032495775 scopus 로고    scopus 로고
    • Titanocene-Based Method for Indole Synthesis
    • (s) Peat, A. J.; Aoki, K.; Buchwald, S. L. Titanocene-Based Method for Indole Synthesis. J. Am. Chem. Soc., 1998, 120, 3068-3073.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 3068-3073
    • Peat, A.J.1    Aoki, K.2    Buchwald, S.L.3
  • 21
    • 1842740801 scopus 로고    scopus 로고
    • Palladium-Catalyzed Amination of Aryl Halides: Mechanism and Rational Catalyst Design
    • (a) Hartwig, J. F. Palladium-Catalyzed Amination of Aryl Halides: Mechanism and Rational Catalyst Design. Synlett 1997, 329-340.
    • (1997) Synlett , pp. 329-340
    • Hartwig, J.F.1
  • 22
    • 3743113417 scopus 로고    scopus 로고
    • Nickel and Palladium-Catalyzed Cross-Couplings that Form Carbon-Heteroatom and Carbon-Element Bonds
    • (b) Baranano, D.; Mann, G.; Hartwig, J. F. Nickel and Palladium-Catalyzed Cross-Couplings that Form Carbon-Heteroatom and Carbon-Element Bonds. Curr. Org. Chem. 1997, 1, 287-305.
    • (1997) Curr. Org. Chem. , vol.1 , pp. 287-305
    • Baranano, D.1    Mann, G.2    Hartwig, J.F.3
  • 23
    • 0032541260 scopus 로고    scopus 로고
    • Transition Metal Catalyzed Synthesis of Arylamines and Aryl Ethers from Aryl Halides and Triflates: Scope and Mechanism
    • (c) Hartwig, J. F. Transition Metal Catalyzed Synthesis of Arylamines and Aryl Ethers from Aryl Halides and Triflates: Scope and Mechanism. Angew. Chem., Int. Ed. Engl. 1998, 37, 2046-2067.
    • (1998) Angew. Chem., Int. Ed. Engl. , vol.37 , pp. 2046-2067
    • Hartwig, J.F.1
  • 26
    • 0020497299 scopus 로고
    • Photoconductivity of Organic Particle Dispersions: Squarine Dyes
    • (c) Loutfy, R. O.; Hsiao, C. K.; Kazmaier, P. M. Photoconductivity of Organic Particle Dispersions: Squarine Dyes. Photogr. Sci. Eng. 1983, 27, 5-9.
    • (1983) Photogr. Sci. Eng. , vol.27 , pp. 5-9
    • Loutfy, R.O.1    Hsiao, C.K.2    Kazmaier, P.M.3
  • 28
    • 0004261243 scopus 로고
    • John Wiley & Sons: New York
    • (e) Pigment Handbook; Lewis, P. A., Ed.; John Wiley & Sons: New York, 1988; Vol. I.
    • (1988) Pigment Handbook , vol.1
    • Lewis, P.A.1
  • 29
    • 33751156857 scopus 로고
    • Synthesis and Characterization of Polyaniline Derivatives: Poly-(2-alkoxyanilines) and Poly(2,5-dialkoxyanilines)
    • (f) D'Aprano, G.; Leclerc, M.; Zotti, G.; Schiavon, G. Synthesis and Characterization of Polyaniline Derivatives: Poly-(2-alkoxyanilines) and Poly(2,5-dialkoxyanilines). Chem. Mater. 1995, 7, 33-42.
    • (1995) Chem. Mater. , vol.7 , pp. 33-42
    • D'Aprano, G.1    Leclerc, M.2    Zotti, G.3    Schiavon, G.4
  • 32
    • 0028270261 scopus 로고
    • Nucleophilic Aromatic Substitution Reactions of 1-Methoxy-2-(diphenylphosphinyl)naphthalene with C-, N-, and O-Nucleophiles: Facile Synthesis of Diphenyl(1-substituted-2-naphthyl)phosphines
    • For aniline synthesis via nucleophilic aromatic substitution see: (b) Hattori, T.; Sakamoto, J.; Hayashizaka, N.; Miyano, S. Nucleophilic Aromatic Substitution Reactions of 1-Methoxy-2-(diphenylphosphinyl)naphthalene with C-, N-, and O-Nucleophiles: Facile Synthesis of Diphenyl(1-substituted-2-naphthyl)phosphines. Synthesis 1994, 199-202.
    • (1994) Synthesis , pp. 199-202
    • Hattori, T.1    Sakamoto, J.2    Hayashizaka, N.3    Miyano, S.4
  • 33
    • 0027535015 scopus 로고
    • A Synthesis of (-)-Inololactam V
    • (c) Semmelhack, M. F.; Rhee, H. A Synthesis of (-)-Inololactam V. Tetrahedron Lett. 1993, 34, 1395-1398 .
    • (1993) Tetrahedron Lett. , vol.34 , pp. 1395-1398
    • Semmelhack, M.F.1    Rhee, H.2
  • 34
    • 0345329013 scopus 로고
    • Copper Assisted Nucleophilic Substitution of Aryl Halogen
    • For examples of copper-mediated aniline synthesis see: (d) Lindley, J. Copper Assisted Nucleophilic Substitution of Aryl Halogen. Tetrahedron 1984, 40, 1433-1456.
    • (1984) Tetrahedron , vol.40 , pp. 1433-1456
    • Lindley, J.1
  • 35
    • 0001199033 scopus 로고
    • Mechanism and Models for Copper Mediated Nucleophilic Aromatic Substitution. 2. A Single Catalytic Species from Three Different Oxidation States of Copper in an Ullmann Synthesis of Triarylamines
    • (e) Paine, A. J. Mechanism and Models for Copper Mediated Nucleophilic Aromatic Substitution. 2. A Single Catalytic Species from Three Different Oxidation States of Copper in an Ullmann Synthesis of Triarylamines. J. Am. Chem. Soc. 1987, 109, 1496-1502.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 1496-1502
    • Paine, A.J.1
  • 36
    • 49049122754 scopus 로고
    • Synthesis of Arenes from Phenols by Coupling of Aryl Triflates with Organo-copper Reagents
    • (f) McMurry, J. E.; Mohanraj, S. Synthesis of Arenes from Phenols by Coupling of Aryl Triflates with Organo-copper Reagents. Tetrahedron Lett. 1983, 24, 2723-2726.
    • (1983) Tetrahedron Lett. , vol.24 , pp. 2723-2726
    • McMurry, J.E.1    Mohanraj, S.2
  • 37
    • 0028074496 scopus 로고
    • Synthesis of Substituted N-Arylpiperidines via Organobismuth Derivatives
    • For triarylbismuth-mediated aniline synthesis see: (g) Banfi, A.; Bartoletti, M.; Bellora, E.; Bignotti, M.; Turconi, M. Synthesis of Substituted N-Arylpiperidines via Organobismuth Derivatives. Synthesis 1994, 775-776.
    • (1994) Synthesis , pp. 775-776
    • Banfi, A.1    Bartoletti, M.2    Bellora, E.3    Bignotti, M.4    Turconi, M.5
  • 38
    • 0001066482 scopus 로고
    • Metallic Copper Catalysis of N-Arylation of Amines by Triarylbismuth Diacylates
    • (h) Barton, D. H. R.; Finet, J.-P.; Khamsi, J. Metallic Copper Catalysis of N-Arylation of Amines by Triarylbismuth Diacylates. Tetrahedron Lett. 1986, 27, 3615-3618.
    • (1986) Tetrahedron Lett. , vol.27 , pp. 3615-3618
    • Barton, D.H.R.1    Finet, J.-P.2    Khamsi, J.3
  • 39
    • 0000920614 scopus 로고
    • The Reaction of Various Methoxy-Substituted Haloarenes with Amines and Nitriles under Aryne-Forming Conditions
    • For synthesis of aniline derivatives via benzyne intermediates see: (i) Razzuk, A.; Biehl, E. R. The Reaction of Various Methoxy-Substituted Haloarenes with Amines and Nitriles under Aryne-Forming Conditions. J. Org. Chem. 1987, 52, 2619-2622.
    • (1987) J. Org. Chem. , vol.52 , pp. 2619-2622
    • Razzuk, A.1    Biehl, E.R.2
  • 40
    • 0001496808 scopus 로고
    • Direct Substitution of Aromatic Ethers by Lithium Amides - A New Aromatic Amination Reaction
    • Others: (j) ten Hoeve, W.; Kruse, C. G.; Luteyn, J. M.; Thiecke, J. R. G.; Wynberg, H. Direct Substitution of Aromatic Ethers by Lithium Amides - A New Aromatic Amination Reaction. J. Org. Chem. 1993, 58, 5101-5106.
    • (1993) J. Org. Chem. , vol.58 , pp. 5101-5106
    • Ten Hoeve, W.1    Kruse, C.G.2    Luteyn, J.M.3    Thiecke, J.R.G.4    Wynberg, H.5
  • 41
    • 0001545275 scopus 로고
    • Amination of Arenes with Electron-Deficient Azodicarboxylates
    • (k) Mitchell, H.; Leblanc, Y. Amination of Arenes with Electron-Deficient Azodicarboxylates. J. Org. Chem. 1994, 59, 682-687.
    • (1994) J. Org. Chem. , vol.59 , pp. 682-687
    • Mitchell, H.1    Leblanc, Y.2
  • 42
    • 84918678077 scopus 로고
    • Nickel and Palladium Complex Catalyzed Cross-Coupling Reactions of Organometallic Reagents with Organic Halides
    • Kumada, M. Nickel and Palladium Complex Catalyzed Cross-Coupling Reactions of Organometallic Reagents with Organic Halides. Pure Appl. Chem. 1980, 52, 669-679.
    • (1980) Pure Appl. Chem. , vol.52 , pp. 669-679
    • Kumada, M.1
  • 43
    • 84985570392 scopus 로고
    • The Palladium-Catalyzed Cross-Coupling Reactions of Organotin Reagents with Organic Electrophiles
    • Stille, J. K. The Palladium-Catalyzed Cross-Coupling Reactions of Organotin Reagents with Organic Electrophiles. Angew. Chem., Int. Ed. Engl. 1986, 25, 508-524.
    • (1986) Angew. Chem., Int. Ed. Engl. , vol.25 , pp. 508-524
    • Stille, J.K.1
  • 44
    • 84943950090 scopus 로고
    • Synthetic Studies via the Cross-Coupling Reaction of Organoboron Derivatives with Organic Halides
    • (a) Suzuki, A. Synthetic Studies via the Cross-Coupling Reaction of Organoboron Derivatives with Organic Halides. Pure Appl. Chem. 1991, 63, 419-422.
    • (1991) Pure Appl. Chem. , vol.63 , pp. 419-422
    • Suzuki, A.1
  • 45
    • 2042507954 scopus 로고
    • Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds
    • (b) Miyaura, N.; Suzuki, A. Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds. Chem. Rev. 1995, 95, 2457-2483.
    • (1995) Chem. Rev. , vol.95 , pp. 2457-2483
    • Miyaura, N.1    Suzuki, A.2
  • 46
    • 33750026643 scopus 로고
    • Palladium- or Nickel-Catalyzed Cross Coupling. A New Selective Method for Carbon-Carbon Bond Formation
    • Negishi, E.-i. Palladium-or Nickel-Catalyzed Cross Coupling. A New Selective Method for Carbon-Carbon Bond Formation. Acc. Chem. Res. 1982, 15, 340-348.
    • (1982) Acc. Chem. Res. , vol.15 , pp. 340-348
    • Negishi, E.-I.1
  • 47
    • 0002429680 scopus 로고    scopus 로고
    • New Perspectives in the Cross-Coupling Reactions of Organostannanes
    • (a) Farina, V. New Perspectives in the Cross-Coupling Reactions of Organostannanes. Pure Appl. Chem. 1996, 68, 73-78.
    • (1996) Pure Appl. Chem. , vol.68 , pp. 73-78
    • Farina, V.1
  • 48
    • 0001186913 scopus 로고
    • Transition Metal Alkyl Complexes: Oxidative Addition and Transmetallation
    • Pergamon Press: Oxford
    • (b) Farina, V. Transition Metal Alkyl Complexes: Oxidative Addition and Transmetallation. Comprehensive Organometallic Chemistry, 2nd ed.; Pergamon Press: Oxford, 1995; Vol. 12, pp 161-240.
    • (1995) Comprehensive Organometallic Chemistry, 2nd Ed. , vol.12 , pp. 161-240
    • Farina, V.1
  • 49
    • 0003034786 scopus 로고
    • Palladium-Catalyzed Aromatic Amination of Aryl Bromides with N,N-Diethylamino-tributyltin
    • Kosugi, M.; Kameyama, M.; Migita, T. Palladium-Catalyzed Aromatic Amination of Aryl Bromides with N,N-Diethylamino-tributyltin. Chem. Lett. 1983, 927-928.
    • (1983) Chem. Lett. , pp. 927-928
    • Kosugi, M.1    Kameyama, M.2    Migita, T.3
  • 52
    • 11744317080 scopus 로고
    • Group 4 Metal Complexes of Benzynes, Cycloalkynes, Acyclic Alkynes and Alkenes
    • (a) Buchwald, S. L.; Nielsen, R. B. Group 4 Metal Complexes of Benzynes, Cycloalkynes, Acyclic Alkynes and Alkenes. Chem. Rev. 1988, 88, 1047-1058.
    • (1988) Chem. Rev. , vol.88 , pp. 1047-1058
    • Buchwald, S.L.1    Nielsen, R.B.2
  • 53
    • 0027658856 scopus 로고
    • Zirconocene Complexes of Unsaturated Organic Molecules: New Vehicles for Organic Synthesis
    • (b) Broene, R. D.; Buchwald, S. L. Zirconocene Complexes of Unsaturated Organic Molecules: New Vehicles for Organic Synthesis. Science 1993, 261, 1696-1701.
    • (1993) Science , vol.261 , pp. 1696-1701
    • Broene, R.D.1    Buchwald, S.L.2
  • 54
    • 0027167775 scopus 로고
    • Novel Cytotoxic Topoisomerase II Inhibiting Pyrroloiminoquinones from Fijian Sponges of the Genus Zyzzya
    • (a) Radisky, D. C.; Radisky, E. S.; Barrows, L. R.; Copp, B. R.; Kramer, R. A.; Ireland, C. M. Novel Cytotoxic Topoisomerase II Inhibiting Pyrroloiminoquinones from Fijian Sponges of the Genus Zyzzya. J. Am. Chem. Soc. 1993, 115, 1632-1638.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 1632-1638
    • Radisky, D.C.1    Radisky, E.S.2    Barrows, L.R.3    Copp, B.R.4    Kramer, R.A.5    Ireland, C.M.6
  • 56
    • 0001243153 scopus 로고
    • New, Useful Reactions of Novel Haloformates and Related Reagents
    • Olofson, R. A. New, Useful Reactions of Novel Haloformates and Related Reagents. Pure Appl. Chem. 1988, 60, 1715-1724.
    • (1988) Pure Appl. Chem. , vol.60 , pp. 1715-1724
    • Olofson, R.A.1
  • 57
    • 0028326588 scopus 로고
    • Total Synthesis of Makaluvamines A, B, C and D, Metabolites of the Fijian Sponge Zyzza cf. marsailis Exhibiting Inhibitory Activities Against Topoisomerase II
    • (a) Izawa, T.; Nishiyama, S.; Yamamura, S. Total Synthesis of Makaluvamines A, B, C and D, Metabolites of the Fijian Sponge Zyzza cf. marsailis Exhibiting Inhibitory Activities Against Topoisomerase II. Tetrahedron Lett. 1994, 35, 917-918.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 917-918
    • Izawa, T.1    Nishiyama, S.2    Yamamura, S.3
  • 59
    • 0003279961 scopus 로고
    • Synthesis and Reactivity of a Titanocene-Benzyne Complex
    • Campora, J.; Buchwald, S. L. Synthesis and Reactivity of a Titanocene-Benzyne Complex. Organometallics 1993, 12, 4182-4187.
    • (1993) Organometallics , vol.12 , pp. 4182-4187
    • Campora, J.1    Buchwald, S.L.2
  • 60
    • 84980127075 scopus 로고
    • Darstellung Organischer Jodide aus den Entsprechenden Bromiden und Chloriden
    • (a) Finkelstein, H. Darstellung Organischer Jodide aus den Entsprechenden Bromiden und Chloriden. Ber. Dtsch. Chem. Ges. 1910, 43, 1528-1535.
    • (1910) Ber. Dtsch. Chem. Ges. , vol.43 , pp. 1528-1535
    • Finkelstein, H.1
  • 61
    • 0000997255 scopus 로고
    • Einfuhrung von Jod durch Austauch von anderen Atomen und Atomgruppen
    • (b) Roedig, A. Einfuhrung von Jod durch Austauch von anderen Atomen und Atomgruppen. Methoden Org. Chem. 1960, 4/5, 595-599.
    • (1960) Methoden Org. Chem. , vol.4-5 , pp. 595-599
    • Roedig, A.1
  • 62
    • 0000618599 scopus 로고
    • 2}, Dimeric Palladium(II) Complexes Obtained by Oxidatitive Addition of Aryl Bromides, and Corresponding Monometallic Amine Complexes
    • 2}, Dimeric Palladium(II) Complexes Obtained by Oxidatitive Addition of Aryl Bromides, and Corresponding Monometallic Amine Complexes. Organometallics 1995, 14, 3030-3039.
    • (1995) Organometallics , vol.14 , pp. 3030-3039
    • Paul, F.1    Patt, J.2    Hartwig, J.F.3
  • 63
    • 0000499068 scopus 로고
    • Palladium-Catalyzed Formation of Carbon-Nitrogen Bonds. Reaction Intermediates and Catalyst Improvements in the Hetero Cross-Coupling of Aryl Halides and Tin Amides
    • (b) Paul, F.; Patt, J.; Hartwig, J. F. Palladium-Catalyzed Formation of Carbon-Nitrogen Bonds. Reaction Intermediates and Catalyst Improvements in the Hetero Cross-Coupling of Aryl Halides and Tin Amides. J. Am. Chem. Soc. 1994, 116, 5969-5970.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 5969-5970
    • Paul, F.1    Patt, J.2    Hartwig, J.F.3
  • 64
    • 0000461962 scopus 로고
    • Oxidative Addition of Aryl Bromide after Dissociation of Phosphine from a Two-Coordinate Palladium(0) Complex. Bis(tri-o-tolyl-phosphine)palladium(0)
    • (c) Hartwig, J. F.; Paul, F. Oxidative Addition of Aryl Bromide After Dissociation of Phosphine from a Two-Coordinate Palladium(0) Complex. Bis(tri-o-tolyl-phosphine)palladium(0). J. Am. Chem. Soc. 1995, 117, 5373-5374.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 5373-5374
    • Hartwig, J.F.1    Paul, F.2
  • 65
    • 0001357020 scopus 로고
    • A Rare, Low-Valent Alkylamido Complex, a Diphenylamido Complex, and Their Reductive Elimination of Amines by Three-Coordinate Intermediates
    • (d) Driver, M. S.; Hartwig, J. F. A Rare, Low-Valent Alkylamido Complex, a Diphenylamido Complex, and Their Reductive Elimination of Amines by Three-Coordinate Intermediates. J. Am. Chem. Soc. 1995, 117, 4708-4709.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 4708-4709
    • Driver, M.S.1    Hartwig, J.F.2
  • 66
    • 0030864744 scopus 로고    scopus 로고
    • Carbon-Nitrogen-Bond-Forming Reductive Elimination of Arylamines from Palladium(II) Phosphine Complexes
    • Driver, M. S.; Hartwig, J. F. Carbon-Nitrogen-Bond-Forming Reductive Elimination of Arylamines from Palladium(II) Phosphine Complexes. J. Am. Chem. Soc. 1997, 119, 8232-8245.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 8232-8245
    • Driver, M.S.1    Hartwig, J.F.2
  • 67
    • 0030007033 scopus 로고    scopus 로고
    • Influences on the Relative Rates for C-N Bond-Forming Reductive Elimination and β-Hydride Elimination of Amides. A Case Study on the Origins of Competing Reduction in the Palladium-Catalyzed Amination of Aryl Halides
    • Hartwig, J. F.; Richards, S.; Barañano, D.; Paul, F. Influences on the Relative Rates for C-N Bond-Forming Reductive Elimination and β-Hydride Elimination of Amides. A Case Study on the Origins of Competing Reduction in the Palladium-Catalyzed Amination of Aryl Halides. J. Am. Chem. Soc. 1996, 118, 3626-3633.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 3626-3633
    • Hartwig, J.F.1    Richards, S.2    Barañano, D.3    Paul, F.4
  • 68
    • 1542694981 scopus 로고
    • Synthesis of 2, 2′-Bis(diphenylphosphino)-1, 1′-binaphthyl (BINAP), an Atropisomeric Chiral Bis(triaryl)phosphine, and Its Use in the Rhodium (I)-Catalyzed Asymmetric Hydrogenation of α-(Acylamino)acrylic Acids
    • (a) Miyashita, A.; Yasuda, A.; Takaya, H.; Toriumi, K.; Ito, T.; Souchi, T.; Noyori, R. Synthesis of 2, 2′-Bis(diphenylphosphino)-1, 1′-binaphthyl (BINAP), an Atropisomeric Chiral Bis(triaryl)phosphine, and Its Use in the Rhodium (I)-Catalyzed Asymmetric Hydrogenation of α-(Acylamino)acrylic Acids. J. Am. Chem. Soc. 1980, 102, 7932-7934.
    • (1980) J. Am. Chem. Soc. , vol.102 , pp. 7932-7934
    • Miyashita, A.1    Yasuda, A.2    Takaya, H.3    Toriumi, K.4    Ito, T.5    Souchi, T.6    Noyori, R.7
  • 69
    • 0001628139 scopus 로고
    • 2,2′-Bis(diphenylphosphinol)-1,1′-binaphthyl (BINAP)
    • (b) Miyashita, A.; Takaya, H.; Souchi, T.; Noyori, R. 2,2′-Bis(diphenylphosphinol)-1,1′-binaphthyl (BINAP). Tetrahedron 1984, 40, 1245-1253.
    • (1984) Tetrahedron , vol.40 , pp. 1245-1253
    • Miyashita, A.1    Takaya, H.2    Souchi, T.3    Noyori, R.4
  • 70
    • 0000502271 scopus 로고
    • Mechanism of Thermal Decomposition of Din-butylbis(triphenylphosphine) platinum (II)
    • 2 complexes; complexes of this type with chelating phosphines do not decompose via β-hydride elimination: Whitesides, G. M.; Gaasch, J. F.; Stedronsky, E. R. Mechanism of Thermal Decomposition of Din-butylbis(triphenylphosphine) platinum (II). J. Am. Chem. Soc. 1972, 94, 5258-5270.
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 5258-5270
    • Whitesides, G.M.1    Gaasch, J.F.2    Stedronsky, E.R.3
  • 72
    • 85033933821 scopus 로고    scopus 로고
    • Racemic BINAP is available from Strem Chemical Co.
    • Racemic BINAP is available from Strem Chemical Co.
  • 74
    • 0001362193 scopus 로고
    • Application of Microbes and Microbial Esterases to the Preparation of Optically Active N-Acetylindoline-2-Carboxylic Acid
    • (b) Tombo, G. M. R.; Ghisalba, O.; Schär, H. P. Application of Microbes and Microbial Esterases to the Preparation of Optically Active N-Acetylindoline-2-Carboxylic Acid. Agric. Biol. Chem. 1987, 51, 1833-1838.
    • (1987) Agric. Biol. Chem. , vol.51 , pp. 1833-1838
    • Tombo, G.M.R.1    Ghisalba, O.2    Schär, H.P.3
  • 75
    • 0000633011 scopus 로고
    • Vinyl Substitution with Organopalladium Intermediates
    • Pergamon Press: New York
    • Heck, R. F. Vinyl Substitution with Organopalladium Intermediates, in Comprehesive Organic Synthesis, Pergamon Press: New York, 1991; Vol. 4, pp 833-863.
    • (1991) Comprehesive Organic Synthesis , vol.4 , pp. 833-863
    • Heck, R.F.1
  • 76
    • 0001567984 scopus 로고
    • Palladium-Catalyzed Reactions in the Synthesis of 3- and 4-Substituted Indoles. 2. Total Synthesis of the N-Acetyl Methyl Ester of (±)-Clavicipitic Acids
    • Harrington, P. J.; Hegedus, L. S.; McDaniel, K. F. Palladium-Catalyzed Reactions in the Synthesis of 3-and 4-Substituted Indoles. 2. Total Synthesis of the N-Acetyl Methyl Ester of (±)-Clavicipitic Acids. J. Am. Chem. Soc. 1987, 109, 4335-4338.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 4335-4338
    • Harrington, P.J.1    Hegedus, L.S.2    McDaniel, K.F.3
  • 77
    • 0000740766 scopus 로고
    • 2-Symmetric Bis-(phospholanes): Production of α-Amino Acid Derivatives via Highly Enantioselective Hydrogenation Reactions
    • 2-Symmetric Bis-(phospholanes): Production of α-Amino Acid Derivatives via Highly Enantioselective Hydrogenation Reactions. J. Am. Chem. Soc. 1993, 115, 10125-10138.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 10125-10138
    • Burk, M.J.1    Feaster, J.E.2    Nugent, W.A.3    Harlow, R.L.4
  • 78
    • 0029939813 scopus 로고    scopus 로고
    • A Crystallographic Map of Chiral Recognition in π Complexes in Aromatic Aldehydes and a Chiral Transition Metal Lewis Acid: Enantioface Binding Selectivities in Solution Correlate to Distances between Metal and Carbon Stereocenters in the Solid State
    • Boone, B. J.; Klein, D. P.; Seyler, J. W.; Méndez, N. Q.; Arif, A. M.; Gladysz, J. A. A Crystallographic Map of Chiral Recognition in π Complexes in Aromatic Aldehydes and a Chiral Transition Metal Lewis Acid: Enantioface Binding Selectivities in Solution Correlate to Distances between Metal and Carbon Stereocenters in the Solid State. J. Am. Chem. Soc. 1996, 118, 2411-2421.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 2411-2421
    • Boone, B.J.1    Klein, D.P.2    Seyler, J.W.3    Méndez, N.Q.4    Arif, A.M.5    Gladysz, J.A.6
  • 81
    • 0001721238 scopus 로고    scopus 로고
    • Chemistry of Bis(aryloxo)palladium(II) Complexes with N-Donor Ligands: Structural Features of the Palladium-to-Oxygen Bond and Formation of O-H⋯ O Bonds
    • (a) Kapteijn, G. M.; Grove, D. M.; Kooijman, H.; Smeets, W. J. J.; Spek, A. L.; van Koten, G. Chemistry of Bis(aryloxo)palladium(II) Complexes with N-Donor Ligands: Structural Features of the Palladium-to-Oxygen Bond and Formation of O-H⋯ O Bonds. Inorg. Chem. 1996, 35, 526-533.
    • (1996) Inorg. Chem. , vol.35 , pp. 526-533
    • Kapteijn, G.M.1    Grove, D.M.2    Kooijman, H.3    Smeets, W.J.J.4    Spek, A.L.5    Van Koten, G.6
  • 82
    • 3743092578 scopus 로고
    • Monomeric Metal Hydroxides, Alkoxides, and Amides of the Late Transition Metals: Synthesis, Reactions, and Thermochemistry
    • references therein
    • (b) Bryndza, H. E.; Tam, W. Monomeric Metal Hydroxides, Alkoxides, and Amides of the Late Transition Metals: Synthesis, Reactions, and Thermochemistry. Chem. Rev. 1988, 88, 1163-1188 and references therein.
    • (1988) Chem. Rev. , vol.88 , pp. 1163-1188
    • Bryndza, H.E.1    Tam, W.2
  • 86
    • 0000777908 scopus 로고    scopus 로고
    • Palladium-Catalyzed Amination of Aryl Triflates and Importance of Triflate Addition Rate
    • Louie, J.; Driver, M. S.; Hamann, B. C.; Hartwig, J. F. Palladium-Catalyzed Amination of Aryl Triflates and Importance of Triflate Addition Rate. J. Org. Chem. 1997, 62, 1268-1273.
    • (1997) J. Org. Chem. , vol.62 , pp. 1268-1273
    • Louie, J.1    Driver, M.S.2    Hamann, B.C.3    Hartwig, J.F.4
  • 87
    • 85033907922 scopus 로고    scopus 로고
    • note
    • It is worth noting the fact that the reaction of 2-bromo-p-xylene with pyrrolidine was most efficient when BINAP was used as the supporting ligand.
  • 88
    • 0001547002 scopus 로고
    • Cross-Coupling of Tertiary Alkyl Grignard Reagents with β-Bromostyrene Catalyzed by Dichloro[1, 1′-bis(diphenylphosphino)ferrocene]nickel(II)
    • Hayashi, T.; Konishi, M.; Yokota, K.-i.; Kumada, M. Cross-Coupling of Tertiary Alkyl Grignard Reagents with β-Bromostyrene Catalyzed by Dichloro[1, 1′-bis(diphenylphosphino)ferrocene]nickel(II). Chem. Lett. 1980, 767-768.
    • (1980) Chem. Lett. , pp. 767-768
    • Hayashi, T.1    Konishi, M.2    Yokota, K.-I.3    Kumada, M.4
  • 89
    • 0542383808 scopus 로고
    • Structural and Electrical Studies of the Chloro Complexes of Cobalt, Nickel and Copper with 1, 10-Phenanthroline
    • Allen, J. R.; McCloy, B. Thermal, Structural and Electrical Studies of the Chloro Complexes of Cobalt, Nickel and Copper with 1, 10-Phenanthroline. Thermochim. Acta 1993, 214, 219-225.
    • (1993) Thermochim. Acta , vol.214 , pp. 219-225
    • Allen, J.R.1    Thermal, M.B.2
  • 90
    • 0032515443 scopus 로고    scopus 로고
    • A General Synthesis of End-Functionalized Oligoanilines via Palladium-Catalyzed Amination
    • (a) Singer, R. A.; Sadighi, J. P.; Buchwald, S. L. A General Synthesis of End-Functionalized Oligoanilines via Palladium-Catalyzed Amination. J. Am. Chem. Soc. 1998, 10, 213-214.
    • (1998) J. Am. Chem. Soc. , vol.10 , pp. 213-214
    • Singer, R.A.1    Sadighi, J.P.2    Buchwald, S.L.3
  • 91
    • 0032572099 scopus 로고    scopus 로고
    • Palladium-Catalyzed Synthesis of Monodisperse, Controlled-Length, and Functionalized Oligoanilines
    • (b) Sadighi, J. P.; Singer, R. A.; Buchwald, S. L. Palladium-Catalyzed Synthesis of Monodisperse, Controlled-Length, and Functionalized Oligoanilines. J. Am. Chem. Soc. 1998, 120, 4960-4976.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 4960-4976
    • Sadighi, J.P.1    Singer, R.A.2    Buchwald, S.L.3
  • 92
    • 84989432890 scopus 로고
    • 1,4-Addition of (Diphenylmethylene)amine to Acceptor Substituted Olefins. A Versatile Synthesis of Protected β-Amino Acids, Nitriles, and Ketones
    • (a) Wessjohann, L.; McGaffin, G.; deMeijere, A. 1,4-Addition of (Diphenylmethylene)amine to Acceptor Substituted Olefins. A Versatile Synthesis of Protected β-Amino Acids, Nitriles, and Ketones Synthesis 1989, 359-363.
    • (1989) Synthesis , pp. 359-363
    • Wessjohann, L.1    McGaffin, G.2    Demeijere, A.3
  • 94
    • 0001171925 scopus 로고
    • The Synthesis of Amino Acids by Phase-Transfer Reactions
    • (c) O'Donnell, M. J.; Boniece, J. M.; Earp. S. E. The Synthesis of Amino Acids by Phase-Transfer Reactions. Tetrahedron Lett. 1978, 2641-2644.
    • (1978) Tetrahedron Lett. , pp. 2641-2644
    • O'Donnell, M.J.1    Boniece, J.M.2    Earp, S.E.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.