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银催化喹喔啉-2(1H)-酮与α-氧代羧酸的脱羧酰化反应

Silver-catalyzed decarboxylative acylation of quinoxalin-2(1H)-ones with α-oxo-carboxylic acids.

作者信息

Zeng Xiaobao, Liu Chulong, Wang Xingyong, Zhang Jianlan, Wang Xinyan, Hu Yuefei

机构信息

Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, P. R. China.

出版信息

Org Biomol Chem. 2017 Oct 31;15(42):8929-8935. doi: 10.1039/c7ob02187a.

Abstract

A novel silver-catalyzed decarboxylative acylation of α-oxo-carboxylic acids was developed, by which various 3-acyl quinoxalin-2(1H)-ones were synthesized by direct C-H bond acylation of quinoxalin-2(1H)-ones. In this method, α-oxo-carboxylic acids served as efficient acylating reagents to in situ generate the required active acyl radical. Its excellent chemoselectivity allowed the molecular diversity of 3-acyl quinoxalin-2(1H)-ones to be achieved by convenient functionalizations of both N1- and C3-positions.

摘要

开发了一种新型银催化的α-氧代羧酸脱羧酰化反应,通过该反应,各种3-酰基喹喔啉-2(1H)-酮可通过喹喔啉-2(1H)-酮的直接C-H键酰化反应合成。在该方法中,α-氧代羧酸作为有效的酰化试剂原位生成所需的活性酰基自由基。其优异的化学选择性使得通过N1-和C3-位的便捷官能化实现3-酰基喹喔啉-2(1H)-酮的分子多样性成为可能。

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