Asymmetric [3 + 3] annulation of 3-hydroxyquinolin-2-ones via NHC organocatalysis†

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2025-06-30 DOI:10.1039/D5OB00848D

Heping Li, Weijun Yao and Zhen Wang

引用次数: 0

Abstract

An efficient N-heterocyclic carbene (NHC)-catalyzed asymmetric C4-functionalization of quinolin-2-ones through a [3 + 3] annulation/ring-opening cascade reaction has been developed. This method employs 2-bromoenals and 3-hydroxyquinolin-2(1H)-ones to construct enantioenriched quinoline derivatives in moderate to good yields and with excellent enantioselectivity under mild conditions.

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NHC有机催化3-羟基喹啉-2-酮的不对称[3 + 3]环化。

通过[3 + 3]环/开环级联反应，建立了n-杂环卡宾催化的喹啉-2- 1的不对称c4功能化反应。该方法以2-溴烯醛和3-羟基喹啉-2(1H)- 1为原料，在温和条件下，以中高收率合成了富集对映体的喹啉衍生物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.