title: IBD-mediated oxidative cyclization of pyrimidinylhydrazones and concurrent Dimroth rearrangement: Synthesis of [1,2,4]triazolo[1,5-c]pyrimidine derivatives.
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.
authors.affiliation: Department of Chemistry, Fudan University, 200433 Shanghai, P. R. of China.
authors.forename: Caifei
authors.initials: C
authors.lastname: Tang
authors.affiliation: Department of Chemistry, Fudan University, 200433 Shanghai, P. R. of China.
authors.forename: Zhiming
authors.initials: Z
authors.lastname: Li
authors.affiliation: Department of Chemistry, Fudan University, 200433 Shanghai, P. R. of China.
authors.forename: Quanrui
authors.initials: Q
authors.lastname: Wang
keywords: [1,2,4]triazolo[1,5-c]pyrimidines; cyclization; hydrazones; hypervalent iodine; oxidation; rearrangement