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Volumn 12, Issue 19, 2006, Pages 5142-5148

Rapid room temperature buchwald-hartwig and suzuki-miyaura couplings of heteroaromatic compounds employing low catalyst loadings

Author keywords

Buchwald Hartwig reaction; Carbenes; Cross coupling; Palladium; Suzuki Miyaura reaction

Indexed keywords

BUCHWALD-HARTWIG REACTION; CARBENES; CROSS-COUPLING; SUZUKI-MIYAURA REACTION;

EID: 33745728743     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200600283     Document Type: Article
Times cited : (319)

References (52)
  • 11
    • 20544450502 scopus 로고    scopus 로고
    • (Eds.: F. Diederich, A. de Meijere), Wiley-VCH, Weinheim, 2nd ed.
    • b) Metal-Catalyzed Cross-Coupling Reactions (Eds.: F. Diederich, A. de Meijere), Wiley-VCH, Weinheim, 2nd ed., 2004.
    • (2004) Metal-catalyzed Cross-coupling Reactions
  • 21
    • 0037090932 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2002, 41, 1290-1309.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 1290-1309
  • 22
    • 0013319981 scopus 로고    scopus 로고
    • For a review in palladium-catalyzed coupling reactions of aryl chlorides: A. F. Littke, G. C. Fu, Angew. Chem. 2002, 114, 4350-4386;
    • (2002) Angew. Chem. , vol.114 , pp. 4350-4386
    • Littke, A.F.1    Fu, G.C.2
  • 23
    • 0037112673 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2002, 41, 4176-4211.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 4176-4211
  • 24
    • 24344489254 scopus 로고    scopus 로고
    • For recent examples on how this challenge has been partially addressed, see: a) For low catalyst loadings but elevated temperature protocol, Q. Shen, S. Shekhar, J. P. Stambuli, J. F. Hartwig, Angew. Chem. 2005, 117, 1395-1399;
    • (2005) Angew. Chem. , vol.117 , pp. 1395-1399
    • Shen, Q.1    Shekhar, S.2    Stambuli, J.P.3    Hartwig, J.F.4
  • 25
    • 14844330054 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 1371-1375;
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 1371-1375
  • 26
    • 33745721267 scopus 로고    scopus 로고
    • b) for functional group compatibility and cost issues, N. Kudo, M. Persighini, G. C. Fu, Angew. Chem. 2006, 118, 1304-1306;
    • (2006) Angew. Chem. , vol.118 , pp. 1304-1306
    • Kudo, N.1    Persighini, M.2    Fu, G.C.3
  • 27
    • 33745721269 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 1282-1284. Issues of catalyst loading and reaction temperature addressed in the present contribution are complimentary to these recent reports.
    • (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 1282-1284
  • 37
    • 0032510290 scopus 로고    scopus 로고
    • The only report we were able to find for the palladium-catalyzed coupling reaction of diallylamine and 2-chloropyridine describes the following reaction conditions: 5 mol% Pd, T = 100°C, t = 3 h; see: S. Jaime-Figueroa, Y. Liu, J. M. Muchowski, D. G. Putman, Tetrahedron Lett. 1998, 39, 1313-1316.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 1313-1316
    • Jaime-Figueroa, S.1    Liu, Y.2    Muchowski, J.M.3    Putman, D.G.4
  • 49
    • 33745692979 scopus 로고    scopus 로고
    • note
    • [(IPr)Pd(allyl)Cl] is commercially available from Strem Chemicals in small quantities (hundreds of mg) and from Umicore AG in larger quantities.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.