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

MC Bagley, C Brace, JW Dale, M Ohnesorge…

Index: Bagley, Mark C.; Brace, Christian; Dale, James W.; Ohnesorge, Maren; Phillips, Nathan G.; Xiong, Xin; Bower, Justin Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 14 p. 1663 - 1671

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Citation Number: 81

Abstract

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 Brønsted or Lewis acid-catalysed Bohlmann–Rahtz reaction is a ...

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