一种新的快速多组分杂环酮亚胺的多米诺杂环化反应：无溶剂区域选择性合成功能化苯并[g]咪唑[1,2-a]喹喔啉二酮。

A new rapid multicomponent domino heteroannulation of heterocyclic ketene aminals: solvent-free regioselective synthesis of functionalized benzo[g]imidazo[1,2-a]quinolinediones.

机构信息

State Key Laboratory Base of Eco-Chemical Engineering, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao 266042, PR China.

出版信息

Org Biomol Chem. 2013 Feb 7;11(5):781-6. doi: 10.1039/c2ob27137k. Epub 2012 Dec 7.

DOI:10.1039/c2ob27137k

PMID:23224037

Abstract

A highly efficient and straightforward three-component cascade reaction was developed to synthesize benzo[g]imidazo[1,2-a]quinolinedione derivatives from heterocyclic ketene aminals (HKAs), aldehydes, and 2-hydroxy-1,4-naphthoquinone (HNQ) via Et(3)N-catalyzed tandem [3 + 2 + 1] annulation under solvent-free conditions. The reactions were very mild, convenient and highly regioselective to form new fused tetracyclic target molecules.

摘要

发展了一种高效、简便的三组分级联反应，通过无溶剂条件下 Et(3)N 催化的串联 [3 + 2 + 1] 环加成反应，从杂环烯酮亚胺（HKAs）、醛和 2-羟基-1,4-萘醌（HNQ）合成苯并[g]咪唑并[1,2-a]喹啉二酮衍生物。反应条件非常温和、方便，且具有高度区域选择性，形成新的稠合四环目标分子。