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Volumn 48, Issue 4, 2015, Pages 1040-1052

Transition-metal-catalyzed C-N bond forming reactions using organic azides as the nitrogen source: A journey for the mild and versatile C-H amination

Author keywords

[No Author keywords available]

Indexed keywords

AZIDE; NITROGEN; RHODIUM;

EID: 84928345442     PISSN: 00014842     EISSN: 15204898     Source Type: Journal    
DOI: 10.1021/acs.accounts.5b00020     Document Type: Article
Times cited : (816)

References (73)
  • 1
    • 33646947952 scopus 로고    scopus 로고
    • Making Carbon-Nitrogen Bonds in Biological and Chemical Synthesis
    • Hili, R.; Yudin, A. K. Making Carbon-Nitrogen Bonds in Biological and Chemical Synthesis Nat. Chem. Biol. 2006, 2, 284-287
    • (2006) Nat. Chem. Biol. , vol.2 , pp. 284-287
    • Hili, R.1    Yudin, A.K.2
  • 3
    • 51049095122 scopus 로고    scopus 로고
    • Copper-Mediated Coupling Reactions and Their Applications in Natural Products and Designed Biomolecules Synthesis
    • Evano, G.; Blanchard, N.; Toumi, M. Copper-Mediated Coupling Reactions and Their Applications in Natural Products and Designed Biomolecules Synthesis Chem. Rev. 2008, 108, 3054-3131
    • (2008) Chem. Rev. , vol.108 , pp. 3054-3131
    • Evano, G.1    Blanchard, N.2    Toumi, M.3
  • 4
    • 57549097790 scopus 로고    scopus 로고
    • Evolution of a Fourth Generation Catalyst for the Amination and Thioetherification of Aryl Halides
    • Hartwig, J. F. Evolution of a Fourth Generation Catalyst for the Amination and Thioetherification of Aryl Halides Acc. Chem. Res. 2008, 41, 1534-1544
    • (2008) Acc. Chem. Res. , vol.41 , pp. 1534-1544
    • Hartwig, J.F.1
  • 5
    • 52049105452 scopus 로고    scopus 로고
    • Biaryl Phosphane Ligands in Palladium-Catalyzed Amination
    • Surry, D. S.; Buchwald, S. L. Biaryl Phosphane Ligands in Palladium-Catalyzed Amination Angew. Chem., Int. Ed. 2008, 47, 6338-6361
    • (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 6338-6361
    • Surry, D.S.1    Buchwald, S.L.2
  • 6
    • 84887878289 scopus 로고    scopus 로고
    • C-N Bond Forming Cross-Coupling Reactions: An Overview
    • Bariwal, J.; Van der Eycken, E. C-N Bond Forming Cross-Coupling Reactions: An Overview Chem. Soc. Rev. 2013, 42, 9283-9303
    • (2013) Chem. Soc. Rev. , vol.42 , pp. 9283-9303
    • Bariwal, J.1    Van Der Eycken, E.2
  • 7
    • 69249129394 scopus 로고    scopus 로고
    • Catalytic C-H Amination: Recent Progress and Future Directions
    • Collet, F.; Dodd, R. H.; Dauban, P. Catalytic C-H Amination: Recent Progress and Future Directions Chem. Commun. 2009, 5061-5074
    • (2009) Chem. Commun. , pp. 5061-5074
    • Collet, F.1    Dodd, R.H.2    Dauban, P.3
  • 8
    • 84864220304 scopus 로고    scopus 로고
    • Nitrene Chemistry in Organic Synthesis: Still in Its Infancy?
    • Dequirez, G.; Pons, V.; Dauban, P. Nitrene Chemistry in Organic Synthesis: Still in Its Infancy? Angew. Chem., Int. Ed. 2012, 51, 7384-7395
    • (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 7384-7395
    • Dequirez, G.1    Pons, V.2    Dauban, P.3
  • 10
    • 84872932454 scopus 로고    scopus 로고
    • Theoretical Studies on Intramolecular C-H Amination of Biaryl Azides Catalyzed by Four Different Late Transition Metals
    • Zhang, Q.; Wu, C.; Zhou, L.; Li, J. Theoretical Studies on Intramolecular C-H Amination of Biaryl Azides Catalyzed by Four Different Late Transition Metals Organometallics 2013, 32, 415-426
    • (2013) Organometallics , vol.32 , pp. 415-426
    • Zhang, Q.1    Wu, C.2    Zhou, L.3    Li, J.4
  • 11
  • 12
    • 33746071928 scopus 로고    scopus 로고
    • 3 C-H Bonds via Palladium-Catalyzed Cascade C-H Activation/Nitrene Insertion
    • 3 C-H Bonds via Palladium-Catalyzed Cascade C-H Activation/Nitrene Insertion J. Am. Chem. Soc. 2006, 128, 9048-9049
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 9048-9049
    • Thu, H.-Y.1    Yu, W.-Y.2    Che, C.-M.3
  • 13
    • 68249138163 scopus 로고    scopus 로고
    • Pd(II)-Catalyzed Amination of C-H Bonds Using Single-Electron or Two-Electron Oxidants
    • Mei, T.-S.; Wang, X.; Yu, J.-Q. Pd(II)-Catalyzed Amination of C-H Bonds Using Single-Electron or Two-Electron Oxidants J. Am. Chem. Soc. 2009, 131, 10806-10807
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 10806-10807
    • Mei, T.-S.1    Wang, X.2    Yu, J.-Q.3
  • 14
    • 77949787293 scopus 로고    scopus 로고
    • Palladium-Catalyzed Amination of Aromatic C-H Bonds with Oxime Esters
    • Tan, Y.; Hartwig, J. F. Palladium-Catalyzed Amination of Aromatic C-H Bonds with Oxime Esters J. Am. Chem. Soc. 2010, 132, 3676-3677
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 3676-3677
    • Tan, Y.1    Hartwig, J.F.2
  • 15
    • 79957699837 scopus 로고    scopus 로고
    • Pd-Catalyzed Intermolecular C-H Amination with Alkylamines
    • Yoo, E. J.; Ma, S.; Mei, T.-S.; Chan, K. S. L.; Yu, J.-Q. Pd-Catalyzed Intermolecular C-H Amination with Alkylamines J. Am. Chem. Soc. 2011, 133, 7652-7655
    • (2011) J. Am. Chem. Soc. , vol.133 , pp. 7652-7655
    • Yoo, E.J.1    Ma, S.2    Mei, T.-S.3    Chan, K.S.L.4    Yu, J.-Q.5
  • 16
    • 84862908348 scopus 로고    scopus 로고
    • Rh(III)-Catalyzed Direct C-H Amination Using N -Chloroamines at Room Temperature
    • Grohmann, C.; Wang, H.; Glorius, F. Rh(III)-Catalyzed Direct C-H Amination Using N -Chloroamines at Room Temperature Org. Lett. 2012, 14, 656-659
    • (2012) Org. Lett. , vol.14 , pp. 656-659
    • Grohmann, C.1    Wang, H.2    Glorius, F.3
  • 17
    • 24044531286 scopus 로고    scopus 로고
    • Organic Azides: An Exploding Diversity of a Unique Class of Compounds
    • Bräse, S.; Gil, C.; Knepper, K.; Zimmermann, V. Organic Azides: An Exploding Diversity of a Unique Class of Compounds Angew. Chem., Int. Ed. 2005, 44, 5188-5240
    • (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 5188-5240
    • Bräse, S.1    Gil, C.2    Knepper, K.3    Zimmermann, V.4
  • 18
    • 33947334762 scopus 로고
    • Copper-Catalyzed Decomposition of Benzenesulfonyl Azide in Cyclohexene Solution
    • Kwart, H.; Khan, A. A. Copper-Catalyzed Decomposition of Benzenesulfonyl Azide in Cyclohexene Solution J. Am. Chem. Soc. 1967, 89, 1951-1953
    • (1967) J. Am. Chem. Soc. , vol.89 , pp. 1951-1953
    • Kwart, H.1    Khan, A.A.2
  • 19
    • 0001790017 scopus 로고
    • A New Synthesis of Sulfonylnitrenes
    • Breslow, D. S.; Sloan, M. F. A New Synthesis of Sulfonylnitrenes Tetrahedron Lett. 1968, 51, 5349-5352
    • (1968) Tetrahedron Lett. , vol.51 , pp. 5349-5352
    • Breslow, D.S.1    Sloan, M.F.2
  • 21
    • 84907793211 scopus 로고    scopus 로고
    • Organic Azides: Energetic Reagents for the Intermolecular Amination of C-H Bonds
    • Intrieri, D.; Zardi, P.; Caselli, A.; Gallo, E. Organic Azides: Energetic Reagents for the Intermolecular Amination of C-H Bonds Chem. Commun. 2014, 50, 11440-11453
    • (2014) Chem. Commun. , vol.50 , pp. 11440-11453
    • Intrieri, D.1    Zardi, P.2    Caselli, A.3    Gallo, E.4
  • 22
    • 76849096690 scopus 로고    scopus 로고
    • Palladium-Catalyzed C-H Activation/C-N Bond Formation Reactions: DFT Study of Reaction Mechanisms and Reactive Intermediates
    • Ke, Z.; Cundari, T. R. Palladium-Catalyzed C-H Activation/C-N Bond Formation Reactions: DFT Study of Reaction Mechanisms and Reactive Intermediates Organometallics 2010, 29, 821-834
    • (2010) Organometallics , vol.29 , pp. 821-834
    • Ke, Z.1    Cundari, T.R.2
  • 23
    • 77956907425 scopus 로고    scopus 로고
    • Metal-Catalyzed Oxidations of C-H to C-N Bonds
    • Zalatan, D. N.; Du Bois, J. Metal-Catalyzed Oxidations of C-H to C-N Bonds Top. Curr. Chem. 2010, 292, 347-378
    • (2010) Top. Curr. Chem. , vol.292 , pp. 347-378
    • Zalatan, D.N.1    Du Bois, J.2
  • 24
    • 84859742675 scopus 로고    scopus 로고
    • C-C, C-O and C-N Bond Formation via Rhodium(III)-Catalyzed Oxidative C-H Activation
    • Song, G.; Wang, F.; Li, X. C-C, C-O and C-N Bond Formation via Rhodium(III)-Catalyzed Oxidative C-H Activation Chem. Soc. Rev. 2012, 41, 3651-3678
    • (2012) Chem. Soc. Rev. , vol.41 , pp. 3651-3678
    • Song, G.1    Wang, F.2    Li, X.3
  • 25
    • 84861841569 scopus 로고    scopus 로고
    • Rhodium-Catalyzed Intermolecular Amidation of Arenes with Sulfonyl Azides via Chelation-Assisted C-H Bond Activation
    • Kim, J. Y.; Park, S. H.; Ryu, J.; Cho, S. H.; Kim, S. H.; Chang, S. Rhodium-Catalyzed Intermolecular Amidation of Arenes with Sulfonyl Azides via Chelation-Assisted C-H Bond Activation J. Am. Chem. Soc. 2012, 134, 9110-9113
    • (2012) J. Am. Chem. Soc. , vol.134 , pp. 9110-9113
    • Kim, J.Y.1    Park, S.H.2    Ryu, J.3    Cho, S.H.4    Kim, S.H.5    Chang, S.6
  • 26
    • 84893833924 scopus 로고    scopus 로고
    • Rhodium-Catalyzed Direct Amination of Arene C-H Bonds Using Azides as the Nitrogen Source
    • Park, S. H.; Park, Y. S.; Chang, S. Rhodium-Catalyzed Direct Amination of Arene C-H Bonds Using Azides as the Nitrogen Source Org. Synth. 2014, 91, 52-59
    • (2014) Org. Synth. , vol.91 , pp. 52-59
    • Park, S.H.1    Park, Y.S.2    Chang, S.3
  • 27
    • 84866524518 scopus 로고    scopus 로고
    • Rhodium-Catalyzed Direct C-H Amination of Benzamides with Aryl Azides: A Synthetic Route to Diarylamines
    • Ryu, J.; Shin, K.; Park, S. H.; Kim, J. Y.; Chang, S. Rhodium-Catalyzed Direct C-H Amination of Benzamides with Aryl Azides: A Synthetic Route to Diarylamines Angew. Chem., Int. Ed. 2012, 51, 9904-9908
    • (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 9904-9908
    • Ryu, J.1    Shin, K.2    Park, S.H.3    Kim, J.Y.4    Chang, S.5
  • 28
    • 84880837201 scopus 로고    scopus 로고
    • Direct C-H Amination of Arenes with Alkyl Azides under Rhodium Catalysis
    • Shin, K.; Baek, Y.; Chang, S. Direct C-H Amination of Arenes with Alkyl Azides under Rhodium Catalysis Angew. Chem., Int. Ed. 2013, 52, 8031-8036
    • (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 8031-8036
    • Shin, K.1    Baek, Y.2    Chang, S.3
  • 29
    • 84894184671 scopus 로고    scopus 로고
    • Mechanistic Studies of the Rhodium-Catalyzed Direct C-H Amination Reaction Using Azides as the Nitrogen Source
    • Park, S. H.; Kwak, J.; Shin, K.; Ryu, J.; Park, Y.; Chang, S. Mechanistic Studies of the Rhodium-Catalyzed Direct C-H Amination Reaction Using Azides as the Nitrogen Source J. Am. Chem. Soc. 2014, 136, 2492-2502
    • (2014) J. Am. Chem. Soc. , vol.136 , pp. 2492-2502
    • Park, S.H.1    Kwak, J.2    Shin, K.3    Ryu, J.4    Park, Y.5    Chang, S.6
  • 31
    • 79953905029 scopus 로고    scopus 로고
    • Catalytic C-H Bond Amination from High-Spin Iron Imido Complexes
    • King, E. R.; Hennessy, E. T.; Betley, T. A. Catalytic C-H Bond Amination from High-Spin Iron Imido Complexes J. Am. Chem. Soc. 2011, 133, 4917-4923
    • (2011) J. Am. Chem. Soc. , vol.133 , pp. 4917-4923
    • King, E.R.1    Hennessy, E.T.2    Betley, T.A.3
  • 32
    • 79961157892 scopus 로고    scopus 로고
    • Mechanism of Cobalt(II) Porphyrin-Catalyzed C-H Amination with Organic Azides: Radical Nature and H-Atom Abstraction Ability of the Key Cobalt(III)-Nitrene Intermediates
    • Lyaskovskyy, V.; Suarez, A. I. O.; Lu, H.; Jiang, H.; Zhang, X. P.; de Bruin, B. Mechanism of Cobalt(II) Porphyrin-Catalyzed C-H Amination with Organic Azides: Radical Nature and H-Atom Abstraction Ability of the Key Cobalt(III)-Nitrene Intermediates J. Am. Chem. Soc. 2011, 133, 12264-12273
    • (2011) J. Am. Chem. Soc. , vol.133 , pp. 12264-12273
    • Lyaskovskyy, V.1    Suarez, A.I.O.2    Lu, H.3    Jiang, H.4    Zhang, X.P.5    De Bruin, B.6
  • 33
    • 34548175458 scopus 로고    scopus 로고
    • Rhodium Silyl Hydrides in Oxidation State +5: Classical or Nonclassical?
    • Vyboishchikov, S. F.; Nikonov, G. I. Rhodium Silyl Hydrides in Oxidation State +5: Classical or Nonclassical? Organometallics 2007, 26, 4160-4169
    • (2007) Organometallics , vol.26 , pp. 4160-4169
    • Vyboishchikov, S.F.1    Nikonov, G.I.2
  • 34
    • 69849104278 scopus 로고    scopus 로고
    • High Oxidation State Rhodium and Iridium Bis(silyl)dihydride Complexes Supported by a Chelating Pyridyl-Pyrrolide Ligand
    • McBee, J. L.; Escalada, J.; Tilley, T. D. High Oxidation State Rhodium and Iridium Bis(silyl)dihydride Complexes Supported by a Chelating Pyridyl-Pyrrolide Ligand J. Am. Chem. Soc. 2009, 131, 12703-12713
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 12703-12713
    • McBee, J.L.1    Escalada, J.2    Tilley, T.D.3
  • 35
    • 78651312581 scopus 로고    scopus 로고
    • Ir-Catalyzed Functionalization of C-H Bonds
    • Choi, J.; Goldman, A. S. Ir-Catalyzed Functionalization of C-H Bonds Top. Organomet. Chem. 2011, 34, 139-167
    • (2011) Top. Organomet. Chem. , vol.34 , pp. 139-167
    • Choi, J.1    Goldman, A.S.2
  • 36
    • 84863486814 scopus 로고    scopus 로고
    • Designing Catalysts for Functionalization of Unactivated C-H Bonds Based on the C-H Activation Reaction
    • Hashiguchi, B. G.; Bischof, S. M.; Konnick, M. M.; Periana, R. A. Designing Catalysts for Functionalization of Unactivated C-H Bonds Based on the C-H Activation Reaction Acc. Chem. Res. 2012, 45, 885-898
    • (2012) Acc. Chem. Res. , vol.45 , pp. 885-898
    • Hashiguchi, B.G.1    Bischof, S.M.2    Konnick, M.M.3    Periana, R.A.4
  • 37
    • 84896954559 scopus 로고    scopus 로고
    • â§X)] (M = Ir, Rh; X = N, C, O, P) Complexes
    • â§X)] (M = Ir, Rh; X = N, C, O, P) Complexes Chem. Soc. Rev. 2014, 43, 2799-2823
    • (2014) Chem. Soc. Rev. , vol.43 , pp. 2799-2823
    • Han, Y.-F.1    Jin, G.-X.2
  • 38
    • 84898879350 scopus 로고    scopus 로고
    • Organoiridium Complexes: Anticancer Agents and Catalysts
    • Liu, Z.; Sadler, P. J. Organoiridium Complexes: Anticancer Agents and Catalysts Acc. Chem. Res. 2014, 47, 1174-1185
    • (2014) Acc. Chem. Res. , vol.47 , pp. 1174-1185
    • Liu, Z.1    Sadler, P.J.2
  • 39
    • 77950189822 scopus 로고    scopus 로고
    • Insertion of Nitrene and Chalcogenolate Groups into the Ir-C σ Bond in a Cyclometalated Iridium(III) Complex
    • Sau, Y.-K.; Yi, X.-Y.; Chan, K.-W.; Lai, C.-S.; Williams, I. D.; Leung, W.-H. Insertion of Nitrene and Chalcogenolate Groups into the Ir-C σ Bond in a Cyclometalated Iridium(III) Complex J. Organomet. Chem. 2010, 695, 1399-1404
    • (2010) J. Organomet. Chem. , vol.695 , pp. 1399-1404
    • Sau, Y.-K.1    Yi, X.-Y.2    Chan, K.-W.3    Lai, C.-S.4    Williams, I.D.5    Leung, W.-H.6
  • 40
    • 68949084911 scopus 로고    scopus 로고
    • Intramolecular Ir(I)-Catalyzed Benzylic C-H Bond Amination of ortho -Substituted Aryl Azides
    • Sun, K.; Sachwani, R.; Richert, K. J.; Driver, T. G. Intramolecular Ir(I)-Catalyzed Benzylic C-H Bond Amination of ortho -Substituted Aryl Azides Org. Lett. 2009, 11, 3598-3601
    • (2009) Org. Lett. , vol.11 , pp. 3598-3601
    • Sun, K.1    Sachwani, R.2    Richert, K.J.3    Driver, T.G.4
  • 42
    • 84883301466 scopus 로고    scopus 로고
    • Ir(III)-Catalyzed Mild C-H Amidation of Arenes and Alkenes: An Efficient Usage of Acyl Azides as the Nitrogen Source
    • Ryu, J.; Kwak, J.; Shin, K.; Lee, D.; Chang, S. Ir(III)-Catalyzed Mild C-H Amidation of Arenes and Alkenes: An Efficient Usage of Acyl Azides as the Nitrogen Source J. Am. Chem. Soc. 2013, 135, 12861-12868
    • (2013) J. Am. Chem. Soc. , vol.135 , pp. 12861-12868
    • Ryu, J.1    Kwak, J.2    Shin, K.3    Lee, D.4    Chang, S.5
  • 43
    • 84881253578 scopus 로고    scopus 로고
    • Rh(III)-Catalyzed Halogenation of Vinylic C-H Bonds: Rapid and General Access to Z-Halo Acrylamides
    • Kuhl, N.; Schröder, N.; Glorius, F. Rh(III)-Catalyzed Halogenation of Vinylic C-H Bonds: Rapid and General Access to Z-Halo Acrylamides Org. Lett. 2013, 15, 3860-3863
    • (2013) Org. Lett. , vol.15 , pp. 3860-3863
    • Kuhl, N.1    Schröder, N.2    Glorius, F.3
  • 44
    • 84924674717 scopus 로고    scopus 로고
    • Stereo- and Chemoselective Cross-Coupling between Two Electron-Deficient Acrylates: An Efficient Route to (Z,E)-Muconate Derivatives
    • Hu, X.-H.; Zhang, J.; Yang, X.-F.; Xu, Y.-H.; Loh, T.-P. Stereo- and Chemoselective Cross-Coupling between Two Electron-Deficient Acrylates: An Efficient Route to (Z,E)-Muconate Derivatives J. Am. Chem. Soc. 2015, 137, 3169-3172
    • (2015) J. Am. Chem. Soc. , vol.137 , pp. 3169-3172
    • Hu, X.-H.1    Zhang, J.2    Yang, X.-F.3    Xu, Y.-H.4    Loh, T.-P.5
  • 45
    • 84893857090 scopus 로고    scopus 로고
    • Iridium-Catalyzed Direct C-H Amidation with Weakly Coordinating Carbonyl Directing Groups under Mild Conditions
    • Kim, J.; Chang, S. Iridium-Catalyzed Direct C-H Amidation with Weakly Coordinating Carbonyl Directing Groups under Mild Conditions Angew. Chem., Int. Ed. 2014, 53, 2203-2207
    • (2014) Angew. Chem., Int. Ed. , vol.53 , pp. 2203-2207
    • Kim, J.1    Chang, S.2
  • 46
    • 77955405522 scopus 로고    scopus 로고
    • 3)-H Bond Cleavage in Pd(0)-Catalyzed Intramolecular Alkane Arylation Adjacent to Amides and Sulfonamides
    • 3)-H Bond Cleavage in Pd(0)-Catalyzed Intramolecular Alkane Arylation Adjacent to Amides and Sulfonamides J. Am. Chem. Soc. 2010, 132, 10692-10705
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 10692-10705
    • Rousseaux, S.1    Gorelsky, S.I.2    Chung, B.K.W.3    Fagnou, K.4
  • 47
    • 84905233935 scopus 로고    scopus 로고
    • Regioselective Introduction of Heteroatoms at the C-8 Position of Quinoline N -Oxides: Remote C-H Activation Using N -Oxide as a Stepping Stone
    • Hwang, H.; Kim, J.; Jeong, J.; Chang, S. Regioselective Introduction of Heteroatoms at the C-8 Position of Quinoline N -Oxides: Remote C-H Activation Using N -Oxide as a Stepping Stone J. Am. Chem. Soc. 2014, 136, 10770-10776
    • (2014) J. Am. Chem. Soc. , vol.136 , pp. 10770-10776
    • Hwang, H.1    Kim, J.2    Jeong, J.3    Chang, S.4
  • 48
    • 79959904644 scopus 로고    scopus 로고
    • Autocatalysis for C-H Bond Activation by Ruthenium(II) Complexes in Catalytic Arylation of Functional Arenes
    • Flegeau, E. F.; Bruneau, C.; Dixneuf, P. H.; Jutand, A. Autocatalysis for C-H Bond Activation by Ruthenium(II) Complexes in Catalytic Arylation of Functional Arenes J. Am. Chem. Soc. 2011, 133, 10161-10170
    • (2011) J. Am. Chem. Soc. , vol.133 , pp. 10161-10170
    • Flegeau, E.F.1    Bruneau, C.2    Dixneuf, P.H.3    Jutand, A.4
  • 49
    • 84982256685 scopus 로고    scopus 로고
    • Iridium(III)-Catalyzed C-H Amidation of Arylphosphoryls Leading to a P -Stereogenic Center
    • Gwon, D.; Lee, D.; Kim, J.; Park, S.; Chang, S. Iridium(III)-Catalyzed C-H Amidation of Arylphosphoryls Leading to a P -Stereogenic Center Chem.-Eur. J. 2014, 20, 12421-12425
    • (2014) Chem.-Eur. J. , vol.20 , pp. 12421-12425
    • Gwon, D.1    Lee, D.2    Kim, J.3    Park, S.4    Chang, S.5
  • 50
    • 0001227655 scopus 로고
    • The Nature of π-π Interactions
    • Hunter, C. A.; Sanders, J. K. M. The Nature of π-π Interactions J. Am. Chem. Soc. 1990, 112, 5525-5534
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 5525-5534
    • Hunter, C.A.1    Sanders, J.K.M.2
  • 51
    • 84896496785 scopus 로고    scopus 로고
    • 3 C-H Bonds: Late-Stage Functionalization of an Unactivated Methyl Group
    • 3 C-H Bonds: Late-Stage Functionalization of an Unactivated Methyl Group J. Am. Chem. Soc. 2014, 136, 4141-4144
    • (2014) J. Am. Chem. Soc. , vol.136 , pp. 4141-4144
    • Kang, T.1    Kim, Y.2    Lee, D.3    Wang, Z.4    Chang, S.5
  • 52
    • 84908063025 scopus 로고    scopus 로고
    • Synthesis of Phosphoramidates: A Facile Approach Based on the C-N Bond Formation via Ir-Catalyzed Direct C-H Amidation
    • Kim, H.; Park, J.; Kim, J. G.; Chang, S. Synthesis of Phosphoramidates: A Facile Approach Based on the C-N Bond Formation via Ir-Catalyzed Direct C-H Amidation Org. Lett. 2014, 16, 5466-5469
    • (2014) Org. Lett. , vol.16 , pp. 5466-5469
    • Kim, H.1    Park, J.2    Kim, J.G.3    Chang, S.4
  • 53
    • 84905860686 scopus 로고    scopus 로고
    • Comparative Investigations of Cp∗-Based Group 9 Metal-Catalyzed Direct C-H Amination of Benzamides
    • Figg, T. M.; Park, S.; Park, J.; Chang, S.; Musaev, D. G. Comparative Investigations of Cp∗-Based Group 9 Metal-Catalyzed Direct C-H Amination of Benzamides Organometallics 2014, 33, 4076-4085
    • (2014) Organometallics , vol.33 , pp. 4076-4085
    • Figg, T.M.1    Park, S.2    Park, J.3    Chang, S.4    Musaev, D.G.5
  • 54
    • 0038218089 scopus 로고
    • Relativistic Effects in Structural Chemistry
    • Pyykkö, P. Relativistic Effects in Structural Chemistry Chem. Rev. 1988, 88, 563-594
    • (1988) Chem. Rev. , vol.88 , pp. 563-594
    • Pyykkö, P.1
  • 55
    • 0029962350 scopus 로고    scopus 로고
    • 5)(CO) for M = Cobalt, Rhodium, and Iridium
    • 5)(CO) for M = Cobalt, Rhodium, and Iridium J. Am. Chem. Soc. 1996, 118, 1487-1496
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 1487-1496
    • Siegbahn, P.E.M.1
  • 57
    • 84868355670 scopus 로고    scopus 로고
    • Ruthenium(II)-Catalyzed C-H Bond Activation and Functionalization
    • Arokiam, P. B.; Bruneau, C.; Dixneuf, P. H. Ruthenium(II)-Catalyzed C-H Bond Activation and Functionalization Chem. Rev. 2012, 112, 5879-5918
    • (2012) Chem. Rev. , vol.112 , pp. 5879-5918
    • Arokiam, P.B.1    Bruneau, C.2    Dixneuf, P.H.3
  • 60
    • 79956080717 scopus 로고    scopus 로고
    • Ruthenium-Catalyzed γ-Carbolinium Ion Formation from Aryl Azides; Synthesis of Dimebolin
    • Dong, H.; Latka, R. T.; Driver, T. G. Ruthenium-Catalyzed γ-Carbolinium Ion Formation from Aryl Azides; Synthesis of Dimebolin Org. Lett. 2011, 13, 2726-2729
    • (2011) Org. Lett. , vol.13 , pp. 2726-2729
    • Dong, H.1    Latka, R.T.2    Driver, T.G.3
  • 62
    • 84875921121 scopus 로고    scopus 로고
    • Sulfoximine Directed Intermolecular o -C-H Amidation of Arenes with Sulfonyl Azides
    • Yadav, M. R.; Rit, R. K.; Sahoo, A. K. Sulfoximine Directed Intermolecular o -C-H Amidation of Arenes with Sulfonyl Azides Org. Lett. 2013, 15, 1638-1641
    • (2013) Org. Lett. , vol.15 , pp. 1638-1641
    • Yadav, M.R.1    Rit, R.K.2    Sahoo, A.K.3
  • 63
    • 84878263966 scopus 로고    scopus 로고
    • Ruthenium-Catalyzed Direct C-H Amidation of Arenes Including Weakly Coordinating Aromatic Ketones
    • Kim, J.; Kim, J.; Chang, S. Ruthenium-Catalyzed Direct C-H Amidation of Arenes Including Weakly Coordinating Aromatic Ketones Chem.-Eur. J. 2013, 19, 7328-7333
    • (2013) Chem.-Eur. J. , vol.19 , pp. 7328-7333
    • Kim, J.1    Kim, J.2    Chang, S.3
  • 64
    • 84898716383 scopus 로고    scopus 로고
    • Orthogonal Reactivity of Acyl Azides in C-H Activation: Dichotomy between C-C and C-N Amidations Based on Catalyst Systems
    • Shin, K.; Ryu, J.; Chang, S. Orthogonal Reactivity of Acyl Azides in C-H Activation: Dichotomy between C-C and C-N Amidations Based on Catalyst Systems Org. Lett. 2014, 16, 2022-2025
    • (2014) Org. Lett. , vol.16 , pp. 2022-2025
    • Shin, K.1    Ryu, J.2    Chang, S.3
  • 65
    • 79952634665 scopus 로고    scopus 로고
    • Carboxylate-Assisted Transition-Metal-Catalyzed C-H Bond Functionalizations: Mechanism and Scope
    • Ackermann, L. Carboxylate-Assisted Transition-Metal-Catalyzed C-H Bond Functionalizations: Mechanism and Scope Chem. Rev. 2011, 111, 1315-1345
    • (2011) Chem. Rev. , vol.111 , pp. 1315-1345
    • Ackermann, L.1
  • 68
    • 79953891072 scopus 로고    scopus 로고
    • Catalytic C-H Functionalization by Metalloporphyrins: Recent Developments and Future Directions
    • Lu, H.; Zhang, X. P. Catalytic C-H Functionalization by Metalloporphyrins: Recent Developments and Future Directions Chem. Soc. Rev. 2011, 40, 1899-1909
    • (2011) Chem. Soc. Rev. , vol.40 , pp. 1899-1909
    • Lu, H.1    Zhang, X.P.2
  • 69
    • 84877354471 scopus 로고    scopus 로고
    • Complex N-Heterocycle Synthesis via Iron-Catalyzed, Direct C-H Bond Amination
    • Hennessy, E. T.; Betley, T. A. Complex N-Heterocycle Synthesis via Iron-Catalyzed, Direct C-H Bond Amination Science 2013, 340, 591-595
    • (2013) Science , vol.340 , pp. 591-595
    • Hennessy, E.T.1    Betley, T.A.2
  • 70
    • 84898899948 scopus 로고    scopus 로고
    • Low-Valent Cobalt Catalysis: New Opportunities for C-H Functionalization
    • Gao, K.; Yoshikai, N. Low-Valent Cobalt Catalysis: New Opportunities for C-H Functionalization Acc. Chem. Res. 2014, 47, 1208-1219
    • (2014) Acc. Chem. Res. , vol.47 , pp. 1208-1219
    • Gao, K.1    Yoshikai, N.2
  • 71
    • 84900510934 scopus 로고    scopus 로고
    • Air-Stable Carbonyl (pentamethylcyclopentadienyl)cobalt Diiodide Complex as a Precursor for Cationic (Pentamethylcyclopentadienyl)cobalt(III) Catalysis: Application for Directed C-2 Selective C-H Amidation of Indoles
    • Sun, B.; Yoshino, T.; Matsunaga, S.; Kanai, M. Air-Stable Carbonyl (pentamethylcyclopentadienyl)cobalt Diiodide Complex as a Precursor for Cationic (Pentamethylcyclopentadienyl)cobalt(III) Catalysis: Application for Directed C-2 Selective C-H Amidation of Indoles Adv. Synth. Catal. 2014, 356, 1491-1495
    • (2014) Adv. Synth. Catal. , vol.356 , pp. 1491-1495
    • Sun, B.1    Yoshino, T.2    Matsunaga, S.3    Kanai, M.4
  • 72
    • 79952257204 scopus 로고    scopus 로고
    • Removable Directing Groups in Organic Synthesis and Catalysis
    • Rousseau, G.; Breit, B. Removable Directing Groups in Organic Synthesis and Catalysis Angew. Chem., Int. Ed. 2011, 50, 2450-2494
    • (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 2450-2494
    • Rousseau, G.1    Breit, B.2


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