New N-halosuccinimide-mediated reactions for the synthesis of pyridines

被引：20

作者：

Bagley, MC ^{[1
]}

Glover, C ^{[1
]}

Merritt, EA ^{[1
]}

Xiong, X ^{[1
]}

机构：

[1] Cardiff Univ, Sch Chem, Cardiff CF10 3TB, S Glam, Wales

来源：

SYNLETT | 2004年 / 05期

关键词：

pyridines; beta-enaminoesters; bromocyclization; Bohlmann-Rahtz;

D O I：

10.1055/s-2004-820019

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

5-Bromo-2,6-dialkylpyridine-4-carboxylates are generated in excellent yield by the Michael addition of enaminoesters and ethynyl ketones followed by bromocyclization using N-bromo-succinimide within 1 hour at 0 C. Treatment of the same amino-pentadienone intermediates with N-iodosuccinimide facilitates a low temperature cyclodehydration under very mild conditions to give 2,3,6-trisubstituted pyridines with total regiocontrol.

引用

页码：811 / 814

页数：4

共 11 条

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