Synthesis of <i>gem</i>-Difluoroalkenes via Cobalt-Catalyzed Alkylation of α-Trifluoromethyl Alkenes with α-Chloro Esters

Cobalt-catalyzed alkylation of α-trifluoromethyl alkenes with α-chloro esters has been developed. This reaction provides an efficient approach for the synthesis of <i>gem</i>-difluoroalkenes featuring a broad substrate scope and good yields under mild conditions. The practical applicability has been shown by the gram-scale synthesis and subsequent derivatization of the products. Furthermore, the preliminary mechanistic studies demonstrated that cobalt promotes the generation of alkyl zinc reagents from zinc powder and α-chloro esters, which attack the α-trifluoromethyl alkenes and ultimately yield the target products.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-10-08
DOI
https://doi.org/10.1021/acs.joc.5c01194
Citations
1
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.79
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article

Synthesis of gem-Difluoroalkenes via Cobalt-Catalyzed Alkylation of α-Trifluoromethyl Alkenes with α-Chloro Esters

Yan‐En Wang, Jianyou Mao, Dan Xiong, Zheng-Hui Li et al.
1 citations
The Journal of Organic Chemistry
Fluorine in Organic Chemistry
0.79
article

Synthesis of gem-Difluoroalkenes via Cobalt-Catalyzed Alkylation of α-Trifluoromethyl Alkenes with α-Chloro Esters

Yan‐En Wang, Jianyou Mao, Dan Xiong, Zheng-Hui Li, Congcong Bai, Lei Xu, Hongwei Bai
article en
1 citations

Abstract

Cobalt-catalyzed alkylation of α-trifluoromethyl alkenes with α-chloro esters has been developed. This reaction provides an efficient approach for the synthesis of <i>gem</i>-difluoroalkenes featuring a broad substrate scope and good yields under mild conditions. The practical applicability has been shown by the gram-scale synthesis and subsequent derivatization of the products. Furthermore, the preliminary mechanistic studies demonstrated that cobalt promotes the generation of alkyl zinc reagents from zinc powder and α-chloro esters, which attack the α-trifluoromethyl alkenes and ultimately yield the target products.

The Journal of Organic ChemistryVol. 90(41)
Hebei Agricultural University (CN), Nanjing Tech University (CN), Universidad de Oriente (VE)
Openalex Percentile: Top 23%
Fluorine in Organic Chemistry
0.79
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