1357562-23-2Relevant academic research and scientific papers
Synthesis and characterization of bromo-, arylazo-, and heterocyclic-fused troponoids containing a 1,3-benzodioxole system
Li, Yang,Sun, Mingchun,Gao, Wentao
experimental part, p. 167 - 172 (2012/04/17)
A facile synthesis of a series of novel bromo-, arylazo-, and heterocyclic fused troponoid compounds containing 1,3-benzodioxole system is described. The 7-bromo-, 5,7-dibromo-, and 5-arylazo-substituted 3-[(2E)-3-(1,3-benzodioxol-5- yl)prop-2-enoyl]tropolones (2, 3, and 5-7) were obtained by direct bromination or azo-coupling reactions of 3-[(2E)-3-(1,3-benzodioxol-5-yl)prop- 2-enoyl]tropolone (1) with bromine, and diazonium salts of aniline derivatives, respectively. 3-[(2E)-3-(1,3-Benzodioxol-5-yl)prop- 2-enoyl]-5-bromotropolone (4) was obtained from 3-acetyl-5-bromotropolone via one-pot aldol dehydration reaction with piperonal. Tropolones 2, 3, and 4 were subjected to nucleophilic cyclization with bifunctional hydroxylamine hydrochloride and phenylhydrazine hydrochloride to give the corresponding isoxazolo- and pyrazolo-fused tropones (8-13), respectively..
