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Volumn 132, Issue 41, 2010, Pages 14391-14393

Palladium-catalyzed decarboxylative couplings of 2-(2-Azaaryl)acetates with aryl halides and triflates

Author keywords

[No Author keywords available]

Indexed keywords

ARYL HALIDES; BENZOTHIAZOLES; BENZOXAZOLES; CROSS-COUPLINGS; FUNCTIONALIZED; HETEROAROMATICS; NITROGEN ATOM; PYRAZINES; TRANSITION STATE; TRIFLATES;

EID: 77958057083     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja107103b     Document Type: Article
Times cited : (234)

References (62)
  • 49
    • 77958051918 scopus 로고    scopus 로고
    • Decarboxylation of amino acids has been shown to generate electrophilic species
    • Decarboxylation of amino acids has been shown to generate electrophilic species
  • 55
    • 33646463483 scopus 로고
    • 2- and 4-Pyridylacetic acids decarboxylate thermally in high yield at 90 °C, while the 3-derivative is stable at that temperature; see
    • 2- and 4-Pyridylacetic acids decarboxylate thermally in high yield at 90 °C, while the 3-derivative is stable at that temperature; see: Stermitz, F. R. and Huang, W. H. J. Am. Chem. Soc. 1971, 93, 3427
    • (1971) J. Am. Chem. Soc. , vol.93 , pp. 3427
    • Stermitz, F.R.1    Huang, W.H.2
  • 58
    • 0037140736 scopus 로고    scopus 로고
    • We isolated the CP2 complex with 4-CN-phenyl substitution according to a previous paper (). We found that CP2 is catalytically active. By addition of CP2 to the reaction between bromobenzene and potassium 2-(2-pyridyl)acetate, we could obtain the desired product (2-benzylpyridine) in 99% GC yield. We also observed a small amount of crossover byproduct, namely, 4-(pyridin-2-ylmethyl) benzonitrile (see Supporting Information for more details)
    • We isolated the CP2 complex with 4-CN-phenyl substitution according to a previous paper (Yin, J. and Buchwald, S. L. J. Am. Chem. Soc. 2002, 124, 6043). We found that CP2 is catalytically active. By addition of CP2 to the reaction between bromobenzene and potassium 2-(2-pyridyl)acetate, we could obtain the desired product (2-benzylpyridine) in 99% GC yield. We also observed a small amount of crossover byproduct, namely, 4-(pyridin-2-ylmethyl)benzonitrile (see Supporting Information for more details)
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 6043
    • Yin, J.1    Buchwald, S.L.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.