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N-溴代琥珀酰亚胺促进的不饱和巴比妥酸和脒的环化反应:5,4'-咪唑啉基螺[巴比妥酸]的选择性合成。

Chemoselective synthesis of 5,4'-imidazolinyl spirobarbiturates NBS-promoted cyclization of unsaturated barbiturates and amidines.

机构信息

Anhui Province Key Laboratory of Functional Coordinated Complexes for Materials Chemistry Application, and School of Chemical and Environmental Engineering, Anhui Polytechnic University, Wuhu 241000, P. R. China.

出版信息

Org Biomol Chem. 2021 Jun 9;19(22):4978-4985. doi: 10.1039/d1ob00508a.

Abstract

A selective cyclization of unsaturated barbiturates and amidines promoted by N-bromosuccinimide has been successfully developed to afford a vast variety of 5,4'-imidazolinyl spirobarbiturates in moderate to good yields. The present protocol features broad substrate scope, facile work-up procedure and mild reaction conditions, providing a novel strategy for the highly selective and efficient construction of structurally diverse spiroimidazolines.

摘要

N-溴代丁二酰亚胺促进的不饱和巴比妥酸和脒的选择性环化反应已被成功开发,以中等至良好的收率得到了大量的 5,4'-咪唑啉基螺[巴比妥酸]。本方案具有广泛的底物范围、简便的后处理步骤和温和的反应条件,为高度选择性和高效构建结构多样的螺[咪唑啉]提供了一种新策略。

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