Divergent Three-Component Assembly of Difluoromethyl 1,3,4-Oxadiazoles

Abstract A divergent three-component assembly strategy for the construction of difluoromethylated compounds is established. Using benzohydrazide, carbon disulfide and sodium chlorodifluoroacetate as reaction partners, two types of heterocyclic products, namely 3-difluoromethyl-1,3,4-oxadiazole-2-thiones and 2-difluoromethylthio-1,3,4-oxadiazoles, are efficiently afforded via this protocol. This reaction exhibits robust functional group compatibility; halogens, nitro groups, trifluoromethyl substituents as well as various heterocyclic skeletons are well tolerated, and the target products were obtained with satisfactory yields.

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Publication Details

Journal
Organic Letters
Published
2026-09-11
DOI
https://doi.org/10.1021/acs.orglett.6c03469
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Divergent Three-Component Assembly of Difluoromethyl 1,3,4-Oxadiazoles

Jinbing Liu, Huawen Huang, Dongfang Jiang, Dahan Wang et al.
Organic Letters
Fluorine in Organic Chemistry
article

Divergent Three-Component Assembly of Difluoromethyl 1,3,4-Oxadiazoles

Jinbing Liu, Huawen Huang, Dongfang Jiang, Dahan Wang, Xiaoyan Peng, Xinyan Zeng
article en

Abstract

Abstract A divergent three-component assembly strategy for the construction of difluoromethylated compounds is established. Using benzohydrazide, carbon disulfide and sodium chlorodifluoroacetate as reaction partners, two types of heterocyclic products, namely 3-difluoromethyl-1,3,4-oxadiazole-2-thiones and 2-difluoromethylthio-1,3,4-oxadiazoles, are efficiently afforded via this protocol. This reaction exhibits robust functional group compatibility; halogens, nitro groups, trifluoromethyl substituents as well as various heterocyclic skeletons are well tolerated, and the target products were obtained with satisfactory yields.

Organic Letters
Changsha Medical University (CN), Shaoyang University (CN), Xiangtan University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 12%
Fluorine in Organic Chemistry
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