Regioselective Synthesis of Multisubstituted 2,3-Dihydrooxazoles by 1,3-Dithiane Umpolung

被引：4

作者：

Xu, Xiangrong ^{[1
]}

Li, Rui-Peng ^{[1
]}

Zhang, Zhuzhu ^{[1
]}

Gong, Xiaomeng ^{[1
]}

Zheng, Yi ^{[1
]}

Tang, Shouchu ^{[1
]}

机构：

[1] Lanzhou Univ, Sch Pharm, Lanzhou 730000, Peoples R China

来源：

ORGANIC LETTERS | 2024年 / 26卷 / 32期

关键词：

1,3-DIPOLAR CYCLOADDITION REACTION; BUILDING-BLOCKS; CYCLIC NITRONES; REARRANGEMENT; CHEMISTRY; ARYNES;

D O I：

10.1021/acs.orglett.4c02176

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, we report a novel strategy for the regioselective synthesis of aromatic and heteroaromatic 2,3-dihydrooxazoles from 2-alkynyl-1,3-dithianes and nitrones. This method exploits the 1,3-dithiane umpolung, nucleophilic cycloaddition, and rearrangement processes to achieve the rapid assembly of dihydrooxazole molecules. The regioselective method is extremely mild, achieving complete conversion within one min under air at 25 degrees C with high efficiency.

引用

页码：6825 / 6829

页数：5

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