2,3-Disubstituted Indoles via Palladium-Catalyzed Reaction of 2-Alkynyltrifluoroacetanilides with Arenediazonium Tetrafluoroborates

被引:98
作者
Cacchi, Sandro [1 ]
Fabrizi, Giancarlo [1 ]
Goggiamani, Antonella [1 ]
Perboni, Alcide [2 ]
Sferrazza, Alessio [1 ]
Stabile, Paolo [2 ]
机构
[1] Univ Rome, Dipartimento Chim & Tecnol Farmaco, I-00185 Rome, Italy
[2] GlaxoSmithKline Inc, Chem Dev Dept, I-37135 Verona, Italy
关键词
DIAZONIUM SALTS; ARYL CHLORIDES; ALKYNES; ALKYNYLTRIFLUOROACETANILIDES; CHEMISTRY; BROMIDES; IODIDES; HALIDES;
D O I
10.1021/ol101321g
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学];
摘要
A novel palladium-catalyzed synthesis of free N-H 2,3-disubstituted indoles from arenediazonium tetrafluoroborates and 2-alkynyltrifluoroacetanilides is presented. The reaction tolerates a variety of useful substituents both in the starting alkyne and the arenediazonium salt, including bromo and chloro substituents, nitro, cyano, keto, ester, and ether groups, as well as ortho substituents such as methoxy and methyl groups.
引用
收藏
页码:3279 / 3281
页数:3
相关论文
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