Premium
Difluoromethylation of Tosylhydrazone Compounds with Chlorodifluoromethane under Mild Conditions
Author(s) -
Yu Changjiang,
Su Jianke,
Ma Xingxing,
Zhou Yao,
Song Qiuling
Publication year - 2019
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900074
Subject(s) - chemistry , difluorocarbene , diazo , transformation (genetics) , organic chemistry , combinatorial chemistry , biochemistry , gene
An effective protocol for the difluoromethylation of tosylhydrazone compounds under mild conditions is disclosed via a transition‐metal‐free pathway; ClCF 2 H is almost quantitatively converted under the set conditions. In this transformation, the process in which tosylhydrazones are decomposed to lead to diazo species has been completely suppressed. This transformation enables tosylhydrazones as efficient difluorocarbene scavengers and the corresponding difluoromethylated products were obtained in good yields with high functional‐group tolerance.