A convenient approach to the synthesis of 2-(2-aminoethyl)pyrroles and their heterocyclization into hydrogenated pyrrolopyridines and related pyrroloindolizines

被引：17
作者：
Raiman, MV
Pukin, AV
Tyvorskii, VI
De Kimpe, N
Kulinkovich, OG
机构：
[1] Belarusian State Univ, Dept Organ Chem, Minsk 220050, BELARUS
[2] Univ Ghent, Fac Agr & Appl Biol Sci, Dept Organ Chem, B-9000 Ghent, Belgium
来源：
TETRAHEDRON | 2003年 / 59卷 / 28期
关键词：
cyclopropanols; 2-aminoethylpyrroles; pyrrolopyridines; pyrroloindolizines; Pictet-Spengler reaction;
D O I：
10.1016/S0040-4020(03)00777-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
2-(2-Aminoethyl)pyrroles and 2-(2-succinimidoethyl)pyrroles were prepared from acetals of ethyl 4-oxoalkanoates via latent vinyl 1,4-dicarbonyl compounds as the key intermediates. The Pictet-Spengler condensation of 2-(2-aminoethyl)pyrroles with aromatic aldehydes gave 4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridines in good yields. 4,5,7,8,9,9a-Hexahydro-3H-pyrrolo[2,3-g]indolizines were prepared in a similar way starting from 2-(2-succinimidoethyl)pyrroles. (C) 2003 Elsevier Science Ltd. All rights reserved.
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收藏
页码：5265 / 5272
页数：8
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