Synthesis of tetrasubstituted pyridines by the acid-catalysed Bohlmann-Rahtz reaction

被引：74

作者：

Bagley, MC

Brace, C

Dale, JW

Ohnesorge, M

Phillips, NG

Xiong, X

Bower, J

机构：

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

[2] RiboTargets Ltd, Cambridge CB1 6GB, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2002年 / 14期

关键词：

D O I：

10.1039/b203397f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New facile experimental procedures for the preparation of 2,3,4,6-tetrasubstituted pyridines in a single synthetic step have been developed. Thus, an enamino ester and alkynone react by Michael addition-cyclodehydration in a heterocyclisation process that is catalysed by acetic acid, Amberlyst 15 ion exchange resin, zinc(II) bromide or ytterbium(III) triflate. The new one-step Bronsted or Lewis acid-catalysed Bohlmann-Rahtz reaction is a simple, direct and highly expedient method for the synthesis of pyridines that proceeds at a lower reaction temperature and avoids the need to isolate reaction intermediates.

引用

页码：1663 / 1671

页数：9

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