Activation of the C-F bond:: Transformation of CF3N=N- into 5-azidotetrazoles

被引：45

作者：

Abe, Takashi ^{[1
]}

Tao, Guo-Hong ^{[1
]}

Joo, Young-Hyuk ^{[1
]}

Huang, Yangen ^{[1
]}

Twamley, Brendan ^{[1
]}

Shreeve, Jean'ne M. ^{[1
]}

机构：

[1] Univ Idaho, Dept Chem, Moscow, ID 83844 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 37期

关键词：

azo compounds; C-F activation; hydrazones; nitrogen heterocycles; tetrazoles;

D O I：

10.1002/anie.200802459

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) N&Ns: The C-F bond of trifluoromethylazoalkanes, in the presence of a hydrogen at the α carbon, is activated under basic conditions to form a difluoromethylene intermediate with a conjugated double bond, which is transformed in good yield to the corresponding 5-azido-(1-dialkylimino)tetrazole by reaction with NaN 3. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：7087 / 7090

页数：4

共 34 条

[1] Improved preparation of 5-chloro-1-phenyl-1H-tetrazole and other 5-chlorotetrazoles. [J].