Samarium diiodide promoted reactions of a diphenyl α-iminoketone, a new synthesis of some pyrrole derivatives

被引:16
作者
Farcas, S [1 ]
Namy, JL [1 ]
机构
[1] Univ Paris Sud, ICMO, CNRS, Lab Catalyse Mol, F-91405 Orsay, France
关键词
samarium diiodide; imino ketones; amino ketones; pyrroles; coupling reactions; samarium enolates;
D O I
10.1016/S0040-4020(01)00416-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reduction of a diphenyl alpha -iminoketone with samarium diiodide has been studied. A fast two-electron transfer gives a samarium (Z)-enamidolate, which is protonated to afford an alpha -aminoketone or reacted with a variety of ketones to furnish pyrrole derivatives. Possible mechanisms are proposed. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4881 / 4888
页数:8
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