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Volumn 74, Issue 4, 2009, Pages 1664-1672

A general, efficient, and functional-group-tolerant catalyst system for the palladium-catalyzed thioetherification of aryl bromides and iodides

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC THIOLS; ARYL BROMIDES; ARYL CHLORIDES; BISPHOSPHINE; CATALYST LOADINGS; CATALYST SYSTEMS; CHLOROARENES; CROSS-COUPLING REACTIONS; IODOARENES; ORDERS OF MAGNITUDES; PALLADIUM COMPLEXES; REACTION CONDITIONS; TURN-OVER NUMBERS;

EID: 64349090050     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo802594d     Document Type: Article
Times cited : (169)

References (52)
  • 2
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    • Cross-Coupling Reacions: A Practical Guide. In Topics in Current Chemistry; Springer: Berlin, 2002; Vol. 219.
  • 6
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    • Hartwig, J.F.1
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    • Hartwig, J. F. Ansew. Chem., Int. Ed. 1998, 37, 2046-2067.
  • 29
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    • Nickel-catalyzed: Cristau, H. J.; Chabaud, B.; Chene, A.; Christol, H. Synthesis 1981, 89, 2-894.
    • Nickel-catalyzed: Cristau, H. J.; Chabaud, B.; Chene, A.; Christol, H. Synthesis 1981, 89, 2-894.
  • 30
    • 0345708168 scopus 로고    scopus 로고
    • For a review on cooper-catalyzed coupling, see
    • For a review on cooper-catalyzed coupling, see: Ley, S. V.; Thomas, A. W. Angew. Chem., Int. Ed. 2003, 42, 5400-5449.
    • (2003) Angew. Chem., Int. Ed , vol.42 , pp. 5400-5449
    • Ley, S.V.1    Thomas, A.W.2
  • 33
    • 64349105541 scopus 로고    scopus 로고
    • Nickel-catalyzed coupling (3-4 mol %) of bromoarenes with aromatic thiols has been recently described: Zhang, Y.; Ngeow, K. C.; Ying, J. Y. Org. Lett. 2007, 9, 3495-3498.
    • Nickel-catalyzed coupling (3-4 mol %) of bromoarenes with aromatic thiols has been recently described: Zhang, Y.; Ngeow, K. C.; Ying, J. Y. Org. Lett. 2007, 9, 3495-3498.
  • 34
    • 2942746695 scopus 로고    scopus 로고
    • For a recent report of the coupling of bromobenzene with benzenethiol catalyzed by Cul (5 mol %)/N,N-dimethylglycine (20 mol %) see: Deng, W.; Zou, Y.; Wang, Y.-F.; Liu, L.; Guo, Q.-X. Synlett 2004, 1254-1258.
    • For a recent report of the coupling of bromobenzene with benzenethiol catalyzed by Cul (5 mol %)/N,N-dimethylglycine (20 mol %) see: Deng, W.; Zou, Y.; Wang, Y.-F.; Liu, L.; Guo, Q.-X. Synlett 2004, 1254-1258.
  • 35
    • 64349117489 scopus 로고    scopus 로고
    • Three examples of coupling of aryl bromides were reported with use of Cul (10 mol %) under microwave heating: Wu, Y.-J.; He, H. Synlett 2003, 178, 9-1790.
    • Three examples of coupling of aryl bromides were reported with use of Cul (10 mol %) under microwave heating: Wu, Y.-J.; He, H. Synlett 2003, 178, 9-1790.
  • 36
    • 34250863287 scopus 로고    scopus 로고
    • A recent report describes the coupling of bromoarenes with arylthiols in water catalyzed by CuCl (8.5 mol%) in the presence of trans-1,2-diaminocy- clohexane (3.9 equiv): Carril, M.; SanMartin, R.; Domínguez, E.; Tellitu, I. Chem. Eur. J. 2007, 13, 5100-5105.
    • A recent report describes the coupling of bromoarenes with arylthiols in water catalyzed by CuCl (8.5 mol%) in the presence of trans-1,2-diaminocy- clohexane (3.9 equiv): Carril, M.; SanMartin, R.; Domínguez, E.; Tellitu, I. Chem. Eur. J. 2007, 13, 5100-5105.
  • 45
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    • For a highlight on direct coupling of ammonia and lithium amide see
    • For a highlight on direct coupling of ammonia and lithium amide see: Willis, M. C. Angew. Chem., Int. Ed. 2007, 46, 3402-3404.
    • (2007) Angew. Chem., Int. Ed , vol.46 , pp. 3402-3404
    • Willis, M.C.1
  • 52
    • 64349119643 scopus 로고    scopus 로고
    • See also refs 1 -12
    • See also refs 1 -12.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.