A Direct Phosphine-Mediated Synthesis of Pyrroles from Acid Chlorides and α,β-Unsaturated Imines

被引:78
作者
Lu, Yingdong [1 ]
Arndtsen, Bruce A. [1 ]
机构
[1] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
关键词
HIGHLY SUBSTITUTED PYRROLES; ONE-POT; REGIOSELECTIVE SYNTHESIS; PROPARGYLIC ALCOHOLS; BIOLOGICAL-ACTIVITY; LAMELLARIN-O; LUKIANOL-A; CONDENSATION; ALKALOIDS; ALKYNES;
D O I
10.1021/ol900185n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A one-step method to assemble pyrroles from alpha,beta-unsaturated imines and acid chlorides has been developed. This reaction is mediated by triphenylphosphine, which eliminates phosphine oxide to allow cyclization. This reaction has been employed to access a diverse range of pyrroles via modulation of the two building blocks and applied as well to the synthesis of lukianol A.
引用
收藏
页码:1369 / 1372
页数:4
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