2,3-disubstituted benzo[b]thiophenes from diarylalkynes via electrophilic addition-cyclization and palladium-catalyzed cross-coupling

被引:19
|
作者
Lamanna, Giuseppe [1 ]
Menichetti, Stefano [1 ]
机构
[1] Univ Florence, Lab Progettaz Sintesi & Studio Eterocicli Biol At, I-50019 Sesto Fiorentino, FI, Italy
关键词
benzo[b]thiophenes; cross-coupling; electrophilic addition; electrophilic substitution; phthalimidesulfenyl chloride; solid phase synthesis; DIRECTED THROMBIN INHIBITORS; ONE-POT SYNTHESIS; ARYL; DERIVATIVES; ANTIESTROGENS; PRECATALYST; CHLORIDES; NHC;
D O I
10.1002/adsc.200700172
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Diarylalkynes are readily transformed in 3-chlorobenzo[b]thiophenes in a two-step electrophilic addition-cyclization procedure that runs highly efficiently in solution or in the solid phase. The heteroaromatic carbon-chlorine bond participates in palladium-catalyzed Suzuki-Miyaura or Buchwald-Hartwig cross-couplings to give, in a single step, 2,3-disubstituted derivatives of pharmacological relevance.
引用
收藏
页码:2188 / 2194
页数:7
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