A short microwave-assisted synthesis of tetrahydroisoquinolin-pyrrolopyridinones by a triple process: Ugi-3CR-aza Diels-Alder/S-oxidation/Pummerer

被引:38
|
作者
Islas-Jacome, Alejandro [1 ]
Gonzalez-Zamora, Eduardo [1 ]
Gamez-Montano, Rocio [2 ]
机构
[1] Univ Autonoma Metropolitana Iztapalapa, Dept Quim, Div Ciencias Basicas & Ingn, Mexico City 09340, DF, Mexico
[2] Univ Guanajuato, Dept Quim, Guanajuato 36050, Mexico
关键词
Microwave-assisted synthesis; Tetrahydroisoquinolin-pyrrolopyridinones; Ugi-3CR; Aza Diels-Alder cycloaddition; S-oxidation; Pummerer cyclization; REACTION/RING-CLOSING METATHESIS; SOLID-SUPPORTED SYNTHESIS; FREE-RADICAL REACTIONS; MULTICOMPONENT REACTIONS; HETEROCYCLE SYNTHESIS; VERSATILE SYNTHESIS; ORGANIC-SYNTHESIS; BICYCLIC LACTAMS; BUILDING-BLOCKS; DIVERSE ROUTE;
D O I
10.1016/j.tetlet.2011.07.134
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of tetrahydroisoquinolin-pyrrolopyridinones were prepared from an easily accessible aldehyde, a commercially available amine, a readily isolable isonitrile, and maleic anhydride via a triple process: Ugi-3CR aza Diels-Alder/S-oxidation/Pummerer. The combination of a multicomponent Ugi-type reaction with other post-functionalization processes provides a powerful tool for the preparation of fused polyheterocyclic compounds. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5245 / 5248
页数:4
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