One-pot synthesis of polysubstituted quinazolin-4(3H)-ones via sequential oxidative Ugi/Staudinger/aza-Wittig reactions starting from tertiary amines

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成果类型：

期刊论文

作者：

Sun, Mei;Yu, Yan-Ling;Zhao, Long;Ding, Ming-Wu

通讯作者：

Ming-Wu Ding

作者机构：

[Yu, Yan-Ling; Sun, Mei; Ding, Ming-Wu; Zhao, Long] Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.

[Sun, Mei] Huainan Normal Univ, Sch Chem & Mat Engn, Huainan 232038, Peoples R China.

通讯机构：

[Ming-Wu Ding] K

Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, Hubei International Scientific and Technological Cooperation Base of Pesticide and Green Synthesis, Central China Normal University, Wuhan, 430079, PR China

语种：

英文

关键词：

Quinazolin-4(3H)-one;Oxidative Ugi reaction;Aza-Wittig reaction;Copper catalyzed reaction;Tertiary amine

期刊：

Tetrahedron

ISSN：

0040-4020

年：

2021

卷：

页码：

132368

DOI：

10.1016/j.tet.2021.132368

基金类别：

National Natural Science Foundation of ChinaNational Natural Science Foundation of China (NSFC) [21572075]; 111 ProjectMinistry of Education, China - 111 Project [B17019]

机构署名：

本校为第一机构

院系归属：

化学学院

摘要：

A new one-pot preparation of polysubstituted quinazolin-4(3H)-ones by a sequential oxidative Ugi/ Staudinger/aza-Wittig reaction has been developed. The CuCl/TBHP/DMBP-mediated oxidative Ugi re-actions of tertiary amines 1, 2-azidobenzoic acids 2 and isocyanides 3 produced the azide intermediates, which were directly treated with triphenylphosphine to produce polysubstituted quinazolin-4(3H)-ones 6 in moderate to good y...

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One-pot synthesis of polysubstituted quinazolin-4(3H)-ones via sequential oxidative Ugi/Staudinger/aza-Wittig reactions starting from tertiary amines

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