Regioselective synthesis of 5-alkylidene and 5-(iodoalkylidene)-pyrrol-2(5H)-ones by halolactamisation of (2Z,4E)-dienamides and (Z)-alk-2-en-4-ynamides

被引：31

作者：

Cherry, K

Thibonnet, J

Duchêne, A

Parrain, JL

Abarbri, M

机构：

[1] Fac Sci Tours, Lab Physicochim Interfaces & Milieux Reactionnels, F-37200 Tours, France

[2] Fac Sci & Tech St Jerome, UMR 6009, Synth Organ Lab, F-13397 Marseille 20, France

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 10期

关键词：

pyrrolones; halolactamisation;

D O I：

10.1016/j.tetlet.2004.01.063

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stereo- and regioselective synthesis of 5-alkylidene (arylidene) and 5-(iodoalkylidene)-pyrrol-2(5H)-ones was achieved from (2Z,4E)-dienamides and (Z)-alk-2-en-4-ynamides by halocyclisation reaction. Selectivity was found to be highly dependent on the nature of the substituents and on the tempetature. (C) 2001 Elsevier Ltd. All rights reserved.

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页码：2063 / 2066

页数：4

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