I2/Cu-mediated self-sorting domino reaction of aryl β-ketoesters into symmetrical 2-carboalkoxy-1,4-enediones: application to synthesis of pyrazine, β-carboline and quinoxalines

被引：7

作者：

Satish, Gandhesiri ^{[1
]}

Ilangovan, Andivelu ^{[1
]}

机构：

[1] Bharathidasan Univ, Sch Chem, Tiruchirappalli 620024, Tamil Nadu, India

来源：

RSC ADVANCES | 2015年 / 5卷 / 57期

关键词：

C BOND-CLEAVAGE; 1,3-DICARBONYL COMPOUNDS; EFFICIENT SYNTHESIS; DEALKOXYCARBONYLATION REACTION; INTRAMOLECULAR ARYLCYANATION; UNSYMMETRICAL 1,4-ENEDIONES; PART; INTEGRATION; ACTIVATION; ALKENES;

D O I：

10.1039/c5ra08030d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A self-sorting domino reaction of aryl beta-ketoesters into symmetrical 1,4-enediones is reported by an I-2/Cu system. The reaction proceeds through tandem iodination, self-dimerization and Krapcho dealkoxycarbonylation in one pot under open air condition. Further, 1,4-enediones were successfully employed for the synthesis of bioactive pyrazine, beta-carboline and quinoxalines via aza-Michael addition, intramolecular cyclization and C-C bond cleavage of 1,3-dicarbonyl unit under mild reaction condition.

引用

页码：46163 / 46172

页数：10