메뉴 건너뛰기




Volumn 7, Issue 3, 2010, Pages 212-218

Oxazolidin-2-one as efficient ligand for the copper-catalyzed N- Arylation of pyrrole, imidazole and indole

Author keywords

Arylations; Catalysis; Copper; Coupling; Ligands

Indexed keywords


EID: 77951462235     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/157017810791112496     Document Type: Article
Times cited : (11)

References (44)
  • 1
    • 77951466543 scopus 로고    scopus 로고
    • For selected recent examples, see
    • For selected recent examples, see:
  • 2
    • 20144379406 scopus 로고    scopus 로고
    • Bioisosteric replacements of the pyrazole moiety of rimonabant: Synthesis, biological properties, and molecular modeling investigations of thiazoles, triazoles, and imidazoles as potent and selective cb1 cannabinoid receptor antagonists
    • (a) Lange, J.H.M.; van Stuivenberg, H.H.; Coolen, H.K.A.C.; Adolfs, T.J.P.; McCreary, A.C.; Keizer, H.G.; Wals, H.C.; Veerman, W.; Borst, A.J.M.; de Looff, W.; Verveer, P.C.; Kruse, C.G. Bioisosteric replacements of the pyrazole moiety of rimonabant: synthesis, biological properties, and molecular modeling investigations of thiazoles, triazoles, and imidazoles as potent and selective cb1 cannabinoid receptor antagonists. J. Med. Chem., 2005, 48,1823
    • (2005) J. Med. Chem. , vol.48 , pp. 1823
    • Lange, J.H.M.1    Van Stuivenberg, H.H.2    Coolen3    Adolfs, T.J.P.4    McCreary, A.C.5    Keizer, H.G.6    Wals, H.C.7    Veerman, W.8    Borst, A.J.M.9    De Looff, W.10    Verveer, P.C.11    Kruse, C.G.12
  • 3
    • 20144374942 scopus 로고    scopus 로고
    • Discovery of 1-(3¢- Aminobenzisoxazol- 5¢-yl)-3- trifluoromethyl-N- [2-fluoro-4- [(2¢- dimethylaminomethyl)imidazol-1-yl] phenyl]-1H-pyrazole-5-carbo- xyamide hydrochloride (Razaxaban), a highly potent, selective, and orally bioavailable factor Xa inhibitor
    • (b) Quan, M.L.; Lam, P.Y.S.; Han, Q.; Pinto, D.J.P.; He, M.Y.; Li, R.; Ellis, C.D.; Clark, C. G.; Teleha, C.A.; Sun, J.H.; Alexander, R.S.; Bai, S.; Luettgen, J.M.; Knabb, R.M.; Wong, P.C.; Wexler, R.R. Discovery of 1-(3¢- Aminobenzisoxazol- 5¢-yl)-3-trifluoromethyl-N- [2-fluoro-4- [(2¢- dimethylaminomethyl)imidazol-1-yl]phenyl]-1H-pyrazole-5-carbo- xyamide hydrochloride (Razaxaban), a highly potent, selective, and orally bioavailable factor Xa inhibitor. J. Med. Chem., 2005, 48, 1729
    • (2005) J. Med. Chem. , vol.48 , pp. 1729
    • Quan, M.L.1    Lam, P.Y.S.2    Han, Q.3    Pinto, D.J.P.4    He, M.Y.5    Li, R.6    Ellis, C.D.7    Clark, C.G.8    Teleha, C.A.9    Sun, J.H.10    Alexander, R.S.11    Bai, S.12    Luettgen, J.M.13    Knabb, R.M.14    Wong, P.C.15    Wexler, R.R.16
  • 4
    • 26444495595 scopus 로고    scopus 로고
    • Inhibitors of apoptosis in lymphocytes: Synthesis and biological evaluation of compounds related to Pifithrin-a
    • (c) Barchéchath, S.D.; Tawatao, R.I.; Corr, M.; Carson, D. A.; Cottam, H.B. Inhibitors of apoptosis in lymphocytes: synthesis and biological evaluation of compounds related to Pifithrin-a. J. Med. Chem., 2005, 48, 6409
    • (2005) J. Med. Chem. , vol.48 , pp. 6409
    • Barchéchath, S.D.1    Tawatao, R.I.2    Corr, M.3    Carson, D.A.4    Cottam, H.B.5
  • 5
    • 27144472491 scopus 로고    scopus 로고
    • Heteroaryl-substituted naphthalenes and structurally modified derivatives: Selective inhibitors of CYP11B2 for the treatment of congestive heart failure and myocardial fibrosis
    • (d) Votes, M.; Antes, I.; Scherer, C.; Müller-Vieira, U.; Biemel, K.; Barassin, C.; MarchaisOberwinkler, S.; Hartmann, R.W. Heteroaryl-substituted naphthalenes and structurally modified derivatives: selective inhibitors of CYP11B2 for the treatment of congestive heart failure and myocardial fibrosis. J. Med. Chem., 2005, 48, 6632
    • (2005) J. Med. Chem. , vol.48 , pp. 6632
    • Votes, M.1    Antes, I.2    Scherer, C.3    Müller-Vieira, U.4    Biemel, K.5    Barassin, C.6    MarchaisOberwinkler, S.7    Hartmann, R.W.8
  • 6
    • 26444603451 scopus 로고    scopus 로고
    • Synthesis and pharmacological evaluation of 1h-imidazoles as ligands for the estrogen receptor and cytotoxic inhibitors of the cyclooxygenase
    • (e) Wiglenda, T.; Ott, I.; Kircher, B.; Schumacher, P.; Schuster, D.; Langer, T.; Gust, R. Synthesis and pharmacological evaluation of 1h-imidazoles as ligands for the estrogen receptor and cytotoxic inhibitors of the cyclooxygenase. J. Med. Chem., 2005, 48, 6516
    • (2005) J. Med. Chem. , vol.48 , pp. 6516
    • Wiglenda, T.1    Ott, I.2    Kircher, B.3    Schumacher, P.4    Schuster, D.5    Langer, T.6    Gust, R.7
  • 7
    • 34147098054 scopus 로고    scopus 로고
    • Structure-activity relationship study to understand the estrogen receptor-dependent gene activation of aryl- and alkyl-substituted 1H-Imidazoles
    • (f) Wiglenda, T.; Gust, R. Structure-activity relationship study to understand the estrogen receptor-dependent gene activation of aryl- and alkyl-substituted 1H-Imidazoles. J. Med. Chem., 2007, 50, 1475
    • (2007) J. Med. Chem. , vol.50 , pp. 1475
    • Wiglenda, T.1    Gust, R.2
  • 8
    • 33645662194 scopus 로고    scopus 로고
    • Synthesis and evaluation of heteroaryl-substituted dihydronaphthalenes and indenes: Potent and selective inhibitors of aldosterone synthase (CYP11B2) for the treatment of congestive heart failure and myocardial fibrosis
    • (g) Votes, M.; Antes, I.; Scherer, C.; MullerVieira, U.; Barassin, C.; Marchais-Oberwinkler, S.; Hartmann, R.W. synthesis and evaluation of heteroaryl-substituted dihydronaphthalenes and indenes: potent and selective inhibitors of aldosterone synthase (CYP11B2) for the treatment of congestive heart failure and myocardial fibrosis. J. Med. Chem., 2006, 49, 2222.
    • (2006) J. Med. Chem. , vol.49 , pp. 2222
    • Votes, M.1    Antes, I.2    Scherer, C.3    MullerVieira, U.4    Barassin, C.5    Marchais-Oberwinkler, S.6    Hartmann, R.W.7
  • 9
    • 84981756782 scopus 로고
    • On a new formation of diphenylamine derivatives
    • (a) Ullmann, F. On a new formation of diphenylamine derivatives. Ber. Dtsch. Chem. Ges., 1903, 36, 2382
    • (1903) Ber. Dtsch. Chem. Ges. , vol.36 , pp. 2382
    • Ullmann, F.1
  • 10
    • 0345329013 scopus 로고
    • Tetrahedron report number 163: Copper assisted nucleophilic substitution of aryl halogen
    • (b) Lindley, J. Tetrahedron report number 163: copper assisted nucleophilic substitution of aryl halogen. Tetrahedron, 1984, 40, 1433
    • (1984) Tetrahedron , vol.40 , pp. 1433
    • Lindley, J.1
  • 11
    • 0036589259 scopus 로고    scopus 로고
    • Aryl- aryl bond formation one century after the discovery of the ullmann reaction
    • (c) Hassan, J.; Sevignon, M.; Gozzi, C.; Schulz, E.; Lemaire, M. Aryl- aryl bond formation one century after the discovery of the ullmann reaction. Chem. Rev., 2002, 702, 1359
    • (2002) Chem. Rev. , vol.702 , pp. 1359
    • Hassan, J.1    Sevignon, M.2    Gozzi, C.3    Schulz, E.4    Lemaire, M.5
  • 12
    • 33846689629 scopus 로고    scopus 로고
    • Efficient iron/copper co-catalyzed arylation of nitrogen nucleophiles
    • (d) Taillefer, M.; Xia, N.; Ouali, A. efficient iron/copper co-catalyzed arylation of nitrogen nucleophiles. Angew. Chem. Int. Ed. Engl., 2007, 46, 934.
    • (2007) Angew. Chem. Int. Ed. Engl. , vol.46 , pp. 934
    • Taillefer, M.1    Xia, N.2    Ouali, A.3
  • 13
    • 0001038733 scopus 로고    scopus 로고
    • Rational development of practical catalysts for aromatic carbon-nitrogen bond formation
    • (a) Wolfe, J.P.; Wagaw, S.; Marcoux, J.F.; Buchwald, S.L. Rational development of practical catalysts for aromatic carbon-nitrogen bond formation. Acc. Chem. Res, 1998, 31, 805
    • (1998) Acc. Chem. Res , vol.31 , pp. 805
    • Wolfe, J.P.1    Wagaw, S.2    Marcoux, J.F.3    Buchwald, S.L.4
  • 14
    • 0032541260 scopus 로고    scopus 로고
    • Transition metal catalyzed synthesis of arylamines and aryl ethers from aryl halides and triflates: Scope and mechanism
    • (b) Hartwing, 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
    • (1998) Angew. Chem. Int. Ed. Engl. , vol.37 , pp. 2046
    • Hartwing, J.F.1
  • 16
    • 0034794463 scopus 로고    scopus 로고
    • A general and efficient copper catalyst for the amidation of aryl halides and the n-arylation of nitrogen heterocycles
    • (a) Klapars, A.; Antilla, J.C.; Huang, X.; Buchwald, S.L. A general and efficient copper catalyst for the amidation of aryl halides and the n-arylation of nitrogen heterocycles. J. Am. Chem. Soc., 2001, 123, 7727
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 7727
    • Klapars, A.1    Antilla, J.C.2    Huang, X.3    Buchwald, S.L.4
  • 17
    • 4143104684 scopus 로고    scopus 로고
    • Copper-diamine-catalyzed n-arylation of pyrroles, pyrazoles, indazoles, imidazoles, and triazoles
    • (b) Antilla, J.C.; Baskin, J.M.; Barder, T.E.; Buchwald, S.L. Copper-diamine-catalyzed n-arylation of pyrroles, pyrazoles, indazoles, imidazoles, and triazoles. J. Org. Chem., 2004, 69, 5578
    • (2004) J. Org. Chem. , vol.69 , pp. 5578
    • Antilla, J.C.1    Baskin, J.M.2    Barder, T.E.3    Buchwald, S.L.4
  • 18
    • 0037433554 scopus 로고    scopus 로고
    • Copper-catalyzed domino halide exchange-cyanation of aryl bromides
    • (c) Zanon, J.; Klapars, A.; Buchwald, S.L. Copper-catalyzed domino halide exchange-cyanation of aryl bromides. J. Am. Chem. Soc., 2003, 125, 2890
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 2890
    • Zanon, J.1    Klapars, A.2    Buchwald, S.L.3
  • 19
    • 0037132666 scopus 로고    scopus 로고
    • Copper- catalyzed halogen exchange in aryl halides: An aromatic finkelstein reaction
    • (d) Klapars, A.; Buchwald, S.L. Copper- catalyzed halogen exchange in aryl halides: an aromatic finkelstein reaction. J. Am. Chem. Soc., 2002, 124, 14844
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 14844
    • Klapars, A.1    Buchwald, S.L.2
  • 21
    • 0037178121 scopus 로고    scopus 로고
    • A general and efficient copper catalyst for the amidation of aryl halides
    • (f) Klapars, A.; Huang, X.; Buchwald, S.L. A general and efficient copper catalyst for the amidation of aryl halides. J. Am. Chem. Soc., 2002, 124, 7421
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 7421
    • Klapars, A.1    Huang, X.2    Buchwald, S.L.3
  • 22
    • 0035891639 scopus 로고    scopus 로고
    • Synthesis of n-aryl hydrazides by copper-catalyzed coupling of hydrazides with aryl iodides
    • (g) Wolter, M.; Klapars, A.; Buchwald, S.L. Synthesis of n-aryl hydrazides by copper-catalyzed coupling of hydrazides with aryl iodides. Org. Lett., 2001, 3, 3803.
    • (2001) Org. Lett. , vol.3 , pp. 3803
    • Wolter, M.1    Klapars, A.2    Buchwald, S.L.3
  • 23
    • 0032501446 scopus 로고    scopus 로고
    • Accelerating effect induced by the structure of a-amino acid in the copper-catalyzed coupling reaction of aryl halides with a-amino acids. Synthesis of Benzolactam-V8
    • (a) Ma, D.; Zhang, Y.; Yao, J.; Wu, S.; Tao, F. Accelerating effect induced by the structure of a-amino acid in the copper-catalyzed coupling reaction of aryl halides with a-amino acids. Synthesis of Benzolactam-V8. J. Am. Chem. Soc., 1998, 120, 12459
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 12459
    • Ma, D.1    Zhang, Y.2    Yao, J.3    Wu, S.4    Tao, F.5
  • 24
    • 0035833707 scopus 로고    scopus 로고
    • CuI-catalyzed coupling reaction of p-amino acids or esters with aryl halides at temperature lower than that employed in the normal ullmann reaction: Facile synthesis of SB-214857
    • (b) Ma, D.; Xia, C. CuI-catalyzed coupling reaction of p-amino acids or esters with aryl halides at temperature lower than that employed in the normal ullmann reaction: facile synthesis of SB-214857. Org. Lett., 2001, 3, 2583
    • (2001) Org. Lett. , vol.3 , pp. 2583
    • Ma, D.1    Xia, C.2
  • 25
    • 0141854366 scopus 로고    scopus 로고
    • Mild method for ullmann coupling reaction of amines and aryl halides
    • (c) Ma, D.; Cai, Q.; Zhang, H. Mild method for ullmann coupling reaction of amines and aryl halides. Org. Lett., 2003, 5, 2453
    • (2003) Org. Lett. , vol.5 , pp. 2453
    • Ma, D.1    Cai, Q.2    Zhang, H.3
  • 26
    • 2942594724 scopus 로고    scopus 로고
    • CuI/N,N- dimethylglycine-catalyzed coupling of vinyl halides with amides or carbamates
    • (d) Pan, X.; Cai, Q.; Ma, D. CuI/N,N- dimethylglycine-catalyzed coupling of vinyl halides with amides or carbamates. Org. Lett., 2004, 6, 1809;
    • (2004) Org. Lett. , vol.6 , pp. 1809
    • Pan, X.1    Cai, Q.2    Ma, D.3
  • 27
    • 5044240208 scopus 로고    scopus 로고
    • CuI-catalyzed coupling reaction of aryl halides with terminal alkynes in the absence of palladium and phosphine
    • (e) Ma, D.; Liu, F. CuI-catalyzed coupling reaction of aryl halides with terminal alkynes in the absence of palladium and phosphine. Chem. Commun., 2004, 1934
    • (2004) Chem. Commun. , pp. 1934
    • Ma, D.1    Liu, F.2
  • 28
    • 20844435969 scopus 로고    scopus 로고
    • Amino acid promoted cui-catalyzed c-n bond formation between aryl halides and amines or n- containing heterocycles
    • (f) Zhang, H.; Cai, Q.; Ma, D. Amino acid promoted cui-catalyzed c-n bond formation between aryl halides and amines or n- containing heterocycles. J. Org. Chem., 2005, 70, 5164
    • (2005) J. Org. Chem. , vol.70 , pp. 5164
    • Zhang, H.1    Cai, Q.2    Ma, D.3
  • 29
    • 33750499990 scopus 로고    scopus 로고
    • An Inexpensive and efficient copper catalyst for n-arylation of amines, amides and nitrogen-containing heterocycles
    • (g) Guo, X.; Rao, H.; Fu, H.; Jiang, Y.; Zhao, Y. An Inexpensive and efficient copper catalyst for n-arylation of amines, amides and nitrogen-containing heterocycles. Adv. Synth. Catal., 2006, 348, 2197.
    • (2006) Adv. Synth. Catal. , vol.348 , pp. 2197
    • Guo, X.1    Rao, H.2    Fu, H.3    Jiang, Y.4    Zhao, Y.5
  • 30
    • 9244225109 scopus 로고    scopus 로고
    • Highly efficient and mild copper-catalyzed n- and c-arylations with aryl bromides and iodides
    • Cristau, H.J.; Cellier, P.P.; Spindler, J.F.; Taillefer, M. Highly efficient and mild copper-catalyzed n- and c-arylations with aryl bromides and iodides. Chem. Eur. J., 2004, 10, 5607.
    • (2004) Chem. Eur. J. , vol.10 , pp. 5607
    • Cristau, H.J.1    Cellier, P.P.2    Spindler, J.F.3    Taillefer, M.4
  • 32
    • 20444432759 scopus 로고    scopus 로고
    • Mild and efficient copper-catalyzed N-arylation of alkylamines and N-H heterocycles using an oxime-phosphine oxide ligand
    • (a) Xu, L.; Zhu, D.; Wu, F.; Wang, R.; Wan, B. Mild and efficient copper-catalyzed N-arylation of alkylamines and N-H heterocycles using an oxime-phosphine oxide ligand. Tetrahedron, 2005, 61, 6553
    • (2005) Tetrahedron , vol.61 , pp. 6553
    • Xu, L.1    Zhu, D.2    Wu, F.3    Wang, R.4    Wan, B.5
  • 33
    • 33646192747 scopus 로고    scopus 로고
    • A versatile and efficient ligand for copper-catalyzed formation of C-N, C-O, and P-C bonds: Pyrrolidine-2-phosphonic acid phenyl monoester
    • (b) Rao, H.; Jin, Y.; Fu, H.; Jiang, Y.; Zhao, Y. A versatile and efficient ligand for copper-catalyzed formation of C-N, C-O, and P-C bonds: pyrrolidine-2-phosphonic acid phenyl monoester. Chem.-Eur. J., 2006, 12, 3636
    • (2006) Chem.-Eur. J. , vol.12 , pp. 3636
    • Rao, H.1    Jin, Y.2    Fu, H.3    Jiang, Y.4    Zhao, Y.5
  • 34
    • 33646096265 scopus 로고    scopus 로고
    • Highly efficient and practical phosphoramidite-copper catalysts for amination of aryl iodides and heteroaryl bromides with alkylamines and N(H)-heterocycles
    • (c) Zhang, Z.; Mao, J.; Zhu, D.; Wu, F.; Chen, H.; Wan, B. Highly efficient and practical phosphoramidite-copper catalysts for amination of aryl iodides and heteroaryl bromides with alkylamines and N(H)-heterocycles. Tetrahedron, 2006, 62, 4435.
    • (2006) Tetrahedron , vol.62 , pp. 4435
    • Zhang, Z.1    Mao, J.2    Zhu, D.3    Wu, F.4    Chen, H.5    Wan, B.6
  • 35
    • 33750033596 scopus 로고    scopus 로고
    • 2-Aminopyrimidine-4,6-diol as an efficient ligand for solvent-free copper-catalyzed N-arylations of imidazoles with aryl and heteroaryl halides
    • (a) Xie, Y.X.; Pi, S.F.; Wang, J.; Yin, D.L.; Li, J.H. 2-Aminopyrimidine-4,6-diol as an efficient ligand for solvent-free copper-catalyzed N-arylations of imidazoles with aryl and heteroaryl halides. J. Org. Chem., 2006, 71, 8324
    • (2006) J. Org. Chem. , vol.71 , pp. 8324
    • Xie, Y.X.1    Pi, S.F.2    Wang, J.3    Yin, D.L.4    Li, J.H.5
  • 36
    • 45249121205 scopus 로고    scopus 로고
    • N-Arylations of nitrogen- containing heterocycles with aryl and heteroaryl halides using a Copper(I) Oxide nanoparticle/1,10-phenanthroline catalytic system
    • (b) Tang, B.X.; Guo, S.M.; Zhang, M.B.; Li, J.H. N-Arylations of nitrogen- containing heterocycles with aryl and heteroaryl halides using a Copper(I) Oxide nanoparticle/1,10-phenanthroline catalytic system. Synthesis, 2008, 1707.
    • (2008) Synthesis , pp. 1707
    • Tang, B.X.1    Guo, S.M.2    Zhang, M.B.3    Li, J.H.4
  • 37
    • 28044443893 scopus 로고    scopus 로고
    • A soluble base for the copper-catalyzed imidazole N-arylations with aryl halides
    • Liu, L.; Frohn, M.; Xi, N.; Dominguez, C.; Hungate, R.; Reider, P.J. A soluble base for the copper-catalyzed imidazole N-arylations with aryl halides. J. Org. Chem., 2005, 70, 10135.
    • (2005) J. Org. Chem. , vol.70 , pp. 10135
    • Liu, L.1    Frohn, M.2    Xi, N.3    Dominguez, C.4    Hungate, R.5    Reider, P.J.6
  • 38
    • 34247232757 scopus 로고    scopus 로고
    • Highly efficient copper-catalyzed N-arylation of nitrogen-containing heterocycles with aryl and heteroaryl halides
    • Zhu, L.; Cheng, L.; Zhang, Y.; Xie, R.; You, J. Highly efficient copper-catalyzed N-arylation of nitrogen-containing heterocycles with aryl and heteroaryl halides. J. Org. Chem., 2007, 72, 2737.
    • (2007) J. Org. Chem. , vol.72 , pp. 2737
    • Zhu, L.1    Cheng, L.2    Zhang, Y.3    Xie, R.4    You, J.5
  • 39
    • 33746174994 scopus 로고    scopus 로고
    • 4,7-Dimethoxy-1,10-phenanthroline: An excellent ligand for the Cu-catalyzed N-arylation of imidazoles
    • Altman, R.A.; Buchwald, S.L. 4,7-Dimethoxy-1,10-phenanthroline: an excellent ligand for the Cu-catalyzed N-arylation of imidazoles. Org. Lett., 2006, 8, 2779.
    • (2006) Org. Lett. , vol.8 , pp. 2779
    • Altman, R.A.1    Buchwald, S.L.2
  • 40
    • 34248588689 scopus 로고    scopus 로고
    • A p-Keto ester as a novel, efficient, and versatile ligand for copper(i)-catalyzed C-N, C-O, and C-S coupling reactions
    • Lv, X.; Bao, W. A p-Keto ester as a novel, efficient, and versatile ligand for copper(i)-catalyzed C-N, C-O, and C-S coupling reactions. J. Org. Chem., 2007, 72, 3863.
    • (2007) J. Org. Chem. , vol.72 , pp. 3863
    • Lv, X.1    Bao, W.2
  • 41
    • 34248547200 scopus 로고    scopus 로고
    • Benzotriazole: An excellent ligand for Cu-catalyzed N-arylation of imidazoles with aryl and heteroaryl halides
    • Verma, A.K.; Singh, J.; Sankar, V.K.; Chaudhary, R.; Chandra, R. Benzotriazole: an excellent ligand for Cu-catalyzed N-arylation of imidazoles with aryl and heteroaryl halides. Tetrahedron Lett., 2007, 48, 4207.
    • (2007) Tetrahedron Lett. , vol.48 , pp. 4207
    • Verma, A.K.1    Singh, J.2    Sankar, V.K.3    Chaudhary, R.4    Chandra, R.5
  • 42
    • 35948940756 scopus 로고    scopus 로고
    • N-hydroxyimides as efficient ligands for the copper-catalyzed N-arylation of pyrrole, imidazole, and indole
    • Ma, H.; Jiang, X. N-hydroxyimides as efficient ligands for the copper-catalyzed N-arylation of pyrrole, imidazole, and indole. J. Org. Chem., 2007, 72, 8943.
    • (2007) J. Org. Chem. , vol.72 , pp. 8943
    • Ma, H.1    Jiang, X.2
  • 43
    • 45749125738 scopus 로고    scopus 로고
    • Oxazolidin-2-one-promoted Cu-catalyzed amidation of aryl halides and cyclization of O-halobenzanilides
    • Ma H.; Jiang X. Oxazolidin-2-one-promoted Cu-catalyzed amidation of aryl halides and cyclization of O-halobenzanilides. Synlett, 2008, 1335.
    • (2008) Synlett , pp. 1335
    • Ma, H.1    Jiang, X.2
  • 44
    • 33845985272 scopus 로고    scopus 로고
    • 1,1,1-Tris(hydroxymethyl)ethane as a new, efficient, and versatile tripod ligand for copper-catalyzed cross- coupling reactions of aryl iodides with amides, thiols, and phenols
    • Chen, Y.; Chen, H. 1,1,1-Tris(hydroxymethyl)ethane as a new, efficient, and versatile tripod ligand for copper-catalyzed cross- coupling reactions of aryl iodides with amides, thiols, and phenols. Org. Lett., 2006, 8, 5609.
    • (2006) Org. Lett. , vol.8 , pp. 5609
    • Chen, Y.1    Chen, H.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.