Pd-catalyzed intramolecular cyclization of pyrrolo-2-carboxamides: regiodivergent routes to pyrrolo-pyrazines and pyrrolo-pyridines

被引:41
作者
Beccalli, EM
Broggini, G
Martinelli, M
Paladino, G
机构
[1] Univ Insubria, Dipartimento Sci Chim & Ambientali, I-22100 Como, Italy
[2] Univ Milan, Fac Farm, Ist Chim Organ A Marchesini, I-20133 Milan, Italy
[3] Univ Insubria, Dipartimento Sci Chim & Ambientali, I-22100 Como, Italy
关键词
amination; fused-pyrrole system; cyclization reactions; palladium; regioselectivity;
D O I
10.1016/j.tet.2004.11.066
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of N-alkyl-N-allyl-pyrrolo-2-carboxamides with catalytic amounts of palladium derivatives gave regioselectively intramolecular cyclizations to generate bicyclic pyrrolo-fused structures. Pyrrolo[1,2-a]pyrazin-1-ones were achieved in high yields by an amination reaction, while pyrrolo [2,3-c]pyridin-7-ones and pyrrolo[3,2-c]pyridin-4-ones were obtained by an oxidative coupling process. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1077 / 1082
页数:6
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