Switchable Divergent Electrochemical Hydrodehalogenation of gem-Dihalocyclopropanes

被引:0
|
作者
Pan, Jiayu [1 ]
Qu, Haoqi [1 ]
Li, Yuanmeng [1 ]
Bu, XiaoLi [2 ]
Deng, HongPing [3 ,4 ]
Gong, Hao [1 ]
Ma, Mengtao [1 ]
Xu, Li [1 ]
Xue, Fei [1 ]
机构
[1] Nanjing Forestry Univ, Inst Mat Phys & Chem, Coll Sci, Nanjing 210037, Peoples R China
[2] Nanjing Forestry Univ, Coinnovat Ctr Sustainable Forestry Southern China, Nanjing 210037, Peoples R China
[3] Nanjing Agr Univ, Coll Sci, Jiangsu Key Lab Pesticide Sci, Nanjing 210095, Peoples R China
[4] Nanjing Agr Univ, Coll Sci, Dept Chem, Nanjing, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 22期
基金
中国国家自然科学基金;
关键词
CARBENE REARRANGEMENTS; DEHALOGENATION; CYCLOPROPANES; ALKYL; BIOSYNTHESIS; ACCESS; RINGS;
D O I
10.1021/acs.joc.4c01748
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A comprehensive and effective electrochemical methodology is introduced for the diverse hydrodechlorination of gem-dichlorocyclopropanes and the ring cleavage hydrodefluorination of gem-difluorocyclopropanes under uniform electrochemical conditions. Moreover, the water content allows for the adjustable monohydrodechlorination or dihydrodechlorination of gem-dichlorocyclopropanes with exceptional chemoselectivity. Additionally, the mildness and practicality of this protocol facilitate its application to the late-stage functionalization of bioactive molecules. Mechanistic analyses suggest that the proton source may originate from acetonitrile.
引用
收藏
页码:16929 / 16935
页数:7
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