10.1021/jacs.5b06821.s001
Chao Liu
Chao
Liu
Xiaoqing Wang
Xiaoqing
Wang
Zhaodong Li
Zhaodong
Li
Lei Cui
Lei
Cui
Chaozhong Li
Chaozhong
Li
Silver-Catalyzed
Decarboxylative Radical Azidation of Aliphatic Carboxylic Acids in
Aqueous Solution
American Chemical Society
2015
CH 3CN solution
group compatibility
substrate scope
K 2S
decarboxylative azidation
Aqueous SolutionWe report
aliphatic carboxylic acids
AgNO 3
alkyl azides
Aliphatic Carboxylic Acids
tosyl azide
2015-08-12 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Silver_Catalyzed_Decarboxylative_Radical_Azidation_of_Aliphatic_Carboxylic_Acids_in_Aqueous_Solution/2141479
We
report herein an efficient and general method for the decarboxylative
azidation of aliphatic carboxylic acids. Thus, with AgNO<sub>3</sub> as the catalyst and K<sub>2</sub>S<sub>2</sub>O<sub>8</sub> as the
oxidant, the reactions of various aliphatic carboxylic acids with
tosyl azide or pyridine-3-sulfonyl azide in aqueous CH<sub>3</sub>CN solution afforded the corresponding alkyl azides under mild conditions.
A broad substrate scope and wide functional group compatibility were
observed. A radical mechanism is proposed for this site-specific azidation.