Construction of Difluoromethylated Tetrazoles via Silver-Catalyzed Regioselective [3+2] Cycloadditions of Aryl Diazonium Salts

被引：47
|
作者：
Peng, Xing [1 ,2 ]
Xiao, Ming-Yang [1 ,2 ]
Zeng, Jun-Liang [1 ,2 ]
Zhang, Fa-Guang [1 ,2 ]
Ma, Jun-An [1 ,2 ]
机构：
[1] Tianjin Univ, Dept Chem, Tianjin Key Lab Mol Optoelect Sci, Tianjin 300072, Peoples R China
[2] Tianjin Univ, Tianjin Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300072, Peoples R China
来源：
ORGANIC LETTERS | 2019年 / 21卷 / 12期
基金：
中国国家自然科学基金;
关键词：
MEDICINAL CHEMISTRY; FLUORINE;
D O I：
10.1021/acs.orglett.9b01697
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A silver-catalyzed regioselective [3 + 2] cycloaddition reaction of PhSO2CF2CHN2 with aryl diazonium salts is described. This protocol enables the straightforward construction of a novel class of difluoromethylated tetrazoles under mild conditions, tolerates a broad spectrum of functionalities, and is applicable to one-pot operation from commercially available aniline derivatives. The synthetic merit of this method is further demonstrated by the facile preparation of versatile difluoromethylated azoles, including a valuable HCF2-analogue of P2X3 receptor antagonist.
引用
收藏
页码：4808 / 4811
页数：4
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