Beilstein journal of organic chemistry

IBD-mediated oxidative cyclization of pyrimidinylhydrazones and concurrent Dimroth rearrangement: Synthesis of [1, 2, 4] triazolo [1, 5-c] pyrimidine …

C Tang, Z Li, Q Wang

Index: Tang, Caifei; Li, Zhiming; Wang, Quanrui Beilstein Journal of Organic Chemistry, 2013 , vol. 9, p. 2629 - 2634

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Citation Number: 6

Abstract

Abstract Oxidative cyclization of 6-chloro-4-pyrimidinylhydrazones 4 with iodobenzene diacetate (IBD) in dichloromethane gives rise to [1, 2, 4] triazolo [4, 3-c] pyrimidine derivatives 5a–o. These incipient products undergo feasible Dimroth rearrangement to furnish the isolated [1, 2, 4] triazolo [1, 5-c] pyrimidines 6a–o in moderate to high yields.