Studies on pyrrolidinones.: On the decarboxylation of pyroglutamic acids and N-acyl prolines in acidic media

被引：17
|
作者：
Akué-Gédu, R
Ebrik, SA
Witczak-Legrand, A
Fasseur, D
El Ghammarti, S
Couturier, D
Decroix, B
Othman, M
Debacker, M
Rigo, B
机构：
[1] Ecole Hautes Etud Ind, Grp Rech Inhibit Proliferat Cellulaire, EA 2692, F-59046 Lille, France
[2] Univ Sci & Tech Lille Flandres Artois, Lab Ingn Mol, F-59655 Villeneuve Dascq, France
[3] Univ Havre, Fac Sci & Tech, Chim Lab, F-76058 Le Havre, France
[4] LASIR HEI, UMR 8516, F-59046 Lille, France
来源：
TETRAHEDRON | 2002年 / 58卷 / 45期
关键词：
decarbonylation; decarboxylation; pyroglutamic acid; N-acylproline; lactams; Friedel-Crafts reaction; N-acyliminium salts;
D O I：
10.1016/S0040-4020(02)01183-3
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
During attempted Friedel-Crafts cyclization of some arylmethyl pyroglutamic acids or of N-phenacyl prolines, decomposition of the activated form of the acid have been observed, giving new heterocyclic systems. This general decarboxylation occurred when there are difficulties to realize a Friedel-Crafts cyclization and is explained by geometrical or electronic considerations. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：9239 / 9247
页数：9
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