메뉴 건너뛰기




Volumn 25, Issue 5, 2014, Pages 667-669

A gram-scale synthesis of multi-substituted arenes via palladium catalyzed C-H halogenation

Author keywords

C H halogenation; Palladium catalysis; Substituted arenes

Indexed keywords


EID: 84901229290     PISSN: 10018417     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cclet.2014.03.021     Document Type: Article
Times cited : (3)

References (23)
  • 1
    • 0037306919 scopus 로고    scopus 로고
    • Aryl and heteroaryllithium compounds by metal-halogen exchange. Synthesis of carbocyclic and heterocyclic system
    • N. Sotomayor, and E. Lete Aryl and heteroaryllithium compounds by metal-halogen exchange. Synthesis of carbocyclic and heterocyclic system Curr. Org. Chem. 7 2003 275 278
    • (2003) Curr. Org. Chem. , vol.7 , pp. 275-278
    • Sotomayor, N.1    Lete, E.2
  • 2
    • 0000107277 scopus 로고
    • Marine haloperoxdases
    • A. Butler, and J.V. Walker Marine haloperoxdases Chem. Rev. 93 1993 1937 1944
    • (1993) Chem. Rev. , vol.93 , pp. 1937-1944
    • Butler, A.1    Walker, J.V.2
  • 3
    • 0345708168 scopus 로고    scopus 로고
    • Modern synthetic methods for copper-mediated C (aryl)-O, C (aryl)-N, and C (aryl)-S bond formation
    • S.V. Ley, and A.W. Tomas Modern synthetic methods for copper-mediated C (aryl)-O, C (aryl)-N, and C (aryl)-S bond formation Angew. Chem. Int. Ed. 42 2003 5400 5449
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 5400-5449
    • Ley, S.V.1    Tomas, A.W.2
  • 4
    • 22744442306 scopus 로고    scopus 로고
    • Palladium-catalyzed cross-coupling reactions in total synthesis
    • K.C. Nicolaou, P.G. Bulger, and D. Sarlah Palladium-catalyzed cross-coupling reactions in total synthesis Angew. Chem. Int. Ed. 44 2005 4442 4489
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 4442-4489
    • Nicolaou, K.C.1    Bulger, P.G.2    Sarlah, D.3
  • 5
    • 22844434133 scopus 로고    scopus 로고
    • Palladium katalysierte kreuzkupplungen in der total synthese
    • K.C. Nicolaou, P.G. Bulger, and D. Sarlah Palladium katalysierte kreuzkupplungen in der total synthese Angew. Chem. 117 2005 4516 4563
    • (2005) Angew. Chem. , vol.117 , pp. 4516-4563
    • Nicolaou, K.C.1    Bulger, P.G.2    Sarlah, D.3
  • 6
    • 0036589259 scopus 로고    scopus 로고
    • Aryl-aryl bond formation one century after the discovery of Ullmann reaction
    • J. Hassen, M. Sevignon, C. Gozzi, E. Schulz, and M. Lemaire Aryl-aryl bond formation one century after the discovery of Ullmann reaction Chem. Rev. 102 2002 1359 1470
    • (2002) Chem. Rev. , vol.102 , pp. 1359-1470
    • Hassen, J.1    Sevignon, M.2    Gozzi, C.3    Schulz, E.4    Lemaire, M.5
  • 7
    • 43949146635 scopus 로고    scopus 로고
    • Highly reactive, general and long-lived catalysts for palladium-catalyzed amination of heteroaryl and aryl chlorides, bromides, and iodides: Scope and structure-activity relationships
    • Q.L. Shen, T. Ogata, and J.F. Hartwig Highly reactive, general and long-lived catalysts for palladium-catalyzed amination of heteroaryl and aryl chlorides, bromides, and iodides: scope and structure-activity relationships J. Am. Chem. Soc. 130 2008 8564
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 8564
    • Shen, Q.L.1    Ogata, T.2    Hartwig, J.F.3
  • 8
    • 79953867204 scopus 로고    scopus 로고
    • A novel and efficient synthesis of alkyl thiocyanates from alkyl halides in water using phase transfer catalysts
    • M. Gorjizadeh, and S. Sayyahi A novel and efficient synthesis of alkyl thiocyanates from alkyl halides in water using phase transfer catalysts Chin. Chem. Lett. 22 2011 659 662
    • (2011) Chin. Chem. Lett. , vol.22 , pp. 659-662
    • Gorjizadeh, M.1    Sayyahi, S.2
  • 9
    • 84862802197 scopus 로고    scopus 로고
    • Direct synthesis of diaryl sulfides by copper-catalyzed coupling of aryl halide with aminothiourea
    • X. Wu, and W. Hu Direct synthesis of diaryl sulfides by copper-catalyzed coupling of aryl halide with aminothiourea Chin. Chem. Lett. 23 2012 391 394
    • (2012) Chin. Chem. Lett. , vol.23 , pp. 391-394
    • Wu, X.1    Hu, W.2
  • 10
    • 84891856961 scopus 로고    scopus 로고
    • Pd-catalyzed ortho-selective CH deuteration of arenes: Evidence for superior reactivity of weakly coordinated palladacycles
    • S. Ma, G. Villa, P.S. Thuy-Boun, A. Homa, and J.Q. Yu Pd-catalyzed ortho-selective CH deuteration of arenes: evidence for superior reactivity of weakly coordinated palladacycles Angew. Chem. Int. Ed. 53 2014 734 737
    • (2014) Angew. Chem. Int. Ed. , vol.53 , pp. 734-737
    • Ma, S.1    Villa, G.2    Thuy-Boun, P.S.3    Homa, A.4    Yu, J.Q.5
  • 11
    • 84863446276 scopus 로고    scopus 로고
    • Weak coordination as a powerful means for developing broadly useful CH functionalization reactions
    • K.M. Engle, T.S. Mei, M. Wasa, and J.Q. Yu Weak coordination as a powerful means for developing broadly useful CH functionalization reactions Acc. Chem. Res. 45 2012 788 802
    • (2012) Acc. Chem. Res. , vol.45 , pp. 788-802
    • Engle, K.M.1    Mei, T.S.2    Wasa, M.3    Yu, J.Q.4
  • 12
    • 52949137408 scopus 로고    scopus 로고
    • Pd-catalyzed mono-selective ortho-halogenation of CH bonds assisted by counter cations: An orthogonal method to directed ortho-lithiation
    • T.S. Mei, R. Giri, N. Maugel, and J.Q. Yu Pd-catalyzed mono-selective ortho-halogenation of CH bonds assisted by counter cations: an orthogonal method to directed ortho-lithiation Angew. Chem. Int. Ed. 47 2008 5215 5219
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 5215-5219
    • Mei, T.S.1    Giri, R.2    Maugel, N.3    Yu, J.Q.4
  • 13
    • 84892596478 scopus 로고    scopus 로고
    • Room-temperature Pd-catalyzed CH chlorination by weak coordination: One-pot synthesis of 2-chlorophenols with excellent regioselectivity
    • X.Y. Sun, Y.H. Sun, C. Zhang, and Y. Rao Room-temperature Pd-catalyzed CH chlorination by weak coordination: one-pot synthesis of 2-chlorophenols with excellent regioselectivity Chem. Commun. 50 2014 1262 1264
    • (2014) Chem. Commun. , vol.50 , pp. 1262-1264
    • Sun, X.Y.1    Sun, Y.H.2    Zhang, C.3    Rao, Y.4
  • 14
    • 84871956213 scopus 로고    scopus 로고
    • Pd-catalyzed CH oxygenation with TFA/TFAA: Expedient access to oxygen-containing heterocycles and late-stage drug modification
    • G. Shan, X.L. Yang, L.L. Ma, and Y. Rao Pd-catalyzed CH oxygenation with TFA/TFAA: expedient access to oxygen-containing heterocycles and late-stage drug modification Angew. Chem. Int. Ed. 51 2012 13070 13074
    • (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 13070-13074
    • Shan, G.1    Yang, X.L.2    Ma, L.L.3    Rao, Y.4
  • 15
    • 33845552740 scopus 로고
    • Aromatic organolithuim reagents bearing electrophilic groups. Preparation by halogen-lithuim exchange
    • W.E. Parham, and C.K. Bradsher Aromatic organolithuim reagents bearing electrophilic groups. Preparation by halogen-lithuim exchange Acc. Chem. Res. 15 1982 300 305
    • (1982) Acc. Chem. Res. , vol.15 , pp. 300-305
    • Parham, W.E.1    Bradsher, C.K.2
  • 16
    • 33751157377 scopus 로고
    • The carboxylic acid group as an effective director of ortho-lithiation
    • J. Mortier, J. Moyroud, B. Bennetau, and P.A. Cain The carboxylic acid group as an effective director of ortho-lithiation J. Org. Chem. 59 1994 4042 4044
    • (1994) J. Org. Chem. , vol.59 , pp. 4042-4044
    • Mortier, J.1    Moyroud, J.2    Bennetau, B.3    Cain, P.A.4
  • 17
    • 84876264942 scopus 로고    scopus 로고
    • Regio- and chemoselective CH chlorination/bromination of electron deficient arenes by weak coordination and study of relative directing-group abilities
    • X.Y. Sun, G. Shan, Y.H. Sun, and Y. Rao Regio- and chemoselective CH chlorination/bromination of electron deficient arenes by weak coordination and study of relative directing-group abilities Angew. Chem. Int. Ed. 52 2013 4440 4444
    • (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 4440-4444
    • Sun, X.Y.1    Shan, G.2    Sun, Y.H.3    Rao, Y.4
  • 18
    • 65949085804 scopus 로고    scopus 로고
    • Efficient copper-catalyzed coupling of aryl chlorides, bromides and iodides with aqueous ammonia
    • H.H. Xu, and C. Wolf Efficient copper-catalyzed coupling of aryl chlorides, bromides and iodides with aqueous ammonia Chem. Commun. 21 2009 3035 3037
    • (2009) Chem. Commun. , vol.21 , pp. 3035-3037
    • Xu, H.H.1    Wolf, C.2
  • 19
    • 84875957204 scopus 로고    scopus 로고
    • N-Heterocyclic carbene-catalyzed enantioselective intramolecular N-tethered aldehyde-ketone benzoin reactions
    • M.Q. Jia, and S.L. You N-Heterocyclic carbene-catalyzed enantioselective intramolecular N-tethered aldehyde-ketone benzoin reactions Catalysis 3 2013 622 624
    • (2013) Catalysis , vol.3 , pp. 622-624
    • Jia, M.Q.1    You, S.L.2
  • 22
    • 34547482526 scopus 로고    scopus 로고
    • Isotopic effects in photochemistry: Application to chromatic orthogonality
    • A. Blanc, and C.G. Bochet Isotopic effects in photochemistry: application to chromatic orthogonality Org. Lett. 9 2007 2649 2651
    • (2007) Org. Lett. , vol.9 , pp. 2649-2651
    • Blanc, A.1    Bochet, C.G.2
  • 23
    • 84867073873 scopus 로고    scopus 로고
    • Validation of PqsD as an anti-biofilm target in Pseudomonas aeruginosa by development of small-molecule inhibitors
    • M.P. Storz, C.K. Maurer, and C. Zimmer et al. Validation of PqsD as an anti-biofilm target in Pseudomonas aeruginosa by development of small-molecule inhibitors J. Am. Chem. Soc. 134 2012 16143 16146
    • (2012) J. Am. Chem. Soc. , vol.134 , pp. 16143-16146
    • Storz, M.P.1    Maurer, C.K.2    Zimmer, C.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.