Unexpected Insertion of Nitrogen into a C-C Bond: Access to 2,3-Disubstituted Quinazolinone Scaffolds

被引：13

作者：

Liu, Hui-Li ^{[1
]}

Li, Xiao-Tong ^{[1
]}

Tian, Heng-Zhi ^{[1
]}

Sun, Xing-Wen ^{[1
]}

机构：

[1] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 12期

基金：

上海市自然科学基金;

关键词：

OXIDATIVE SYNTHESIS; EFFICIENT SYNTHESIS; DERIVATIVES; AMINATION;

D O I：

10.1021/acs.orglett.1c01235

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel, practical, highly efficient, and transition metal free nitrogen insertion reaction for the synthesis of 2,3-disubstituted quinazolinone derivatives was developed. Diverse functionalized 3-indolinone-2-carboxylates and nitrosoarenes with a wide range of substituted nitrosobenzenes, nitro-sopyridines, dibenzofuranyl, or dibenzothienyl nitroso compounds worked smoothly to give 2,3-disubstituted quinazolinone derivatives in good to excellent yields (69-98%). A gram-scale reaction was achieved, and an afloqualone analogue was synthesized under the mild reaction conditions.

引用

页码：4579 / 4583

页数：5

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