高效合成螺二氢杂环多组分双环化反应。

Efficient synthesis of spiro diheterocycles multi-component dicyclization reaction.

机构信息

College of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou, 310036, People's Republic of China.

Institute of Advanced Studies and School of Pharmaceutical Sciences, Taizhou University, Jiaojiang, Zhejiang, 318000, People's Republic of China.

出版信息

Org Biomol Chem. 2022 Nov 9;20(43):8461-8464. doi: 10.1039/d2ob01368a.

DOI:10.1039/d2ob01368a

PMID:36254875

Abstract

A facile synthetic protocol for the preparation of spiro diheterocycles from easily available 2'-aminoacetophenones, isocyanates and 1,4-benzoquinones or quinone monoimines under mild conditions has been developed. This multi-component transformation is characterized by efficient construction of two heterocycles and one valuable quaternary carbon in one pot an cyclization-respiroannulation strategy. Moreover, this reaction showed a broad substrate scope, and generated diverse five-membered oxaspiros.

摘要

已开发出一种简便的合成方案，可在温和条件下，由易得的 2'-氨基苯乙酮、异氰酸酯和 1,4-苯醌或醌单亚胺制备螺二杂环化合物。这种多组分转化的特点是一锅法中高效构建两个杂环和一个有价值的季碳原子，采用环化-重排环化策略。此外，该反应具有广泛的底物范围，生成了多种五元氧杂螺环。