CuI-catalyzed sulfenylation of 1-aryl trifluoromethyl pyrazolones: Direct formation of C-S-C bond using aryl iodides and carbon disulfide

•The CuI-catalyzed C4-sulfenylation of 1-phenyl-3-trifluromethyl pyrazolones.•Commercially available starting materials and catalyst.•No oxidant and additive are required.•High regio-selectivity and yield.•Carbon disulfide is used as a sulfur source. A novel approach for CuI-catalyzed sulfenylation...

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Bibliographic Details
Published in:Journal of fluorine chemistry 2022-01, Vol.253, p.109920, Article 109920
Main Authors: Prajapati, Vaibhav D., Prajapati, Ronak V., Purohit, Vishal B., Avalani, Jemin R., Kamani, Ronak D., Sapariya, Nirav H., Raval, Dipak K.
Format: Article
Language:English
Subjects:
3-trifluoromethyl pyrazolones
Aromatic compounds
C-H functionalization
C-S-C bond formation
Carbon
Carbon disulfide
Copper-catalyzed
Iodides
Pyrazolones
Sulfenylation
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Summary:•The CuI-catalyzed C4-sulfenylation of 1-phenyl-3-trifluromethyl pyrazolones.•Commercially available starting materials and catalyst.•No oxidant and additive are required.•High regio-selectivity and yield.•Carbon disulfide is used as a sulfur source. A novel approach for CuI-catalyzed sulfenylation of 1-aryl-3-trifluoromethyl pyrazolones (2a-d) with aryl iodides (1a-j) and carbon disulfide as sulfenylating agent has been described. The protocol was found to be simple and efficient benign to access a broad array of fluorinated sulfenyl pyrazolones in good yields. The formation of C-S-C bond was achieved by using inexpensive and readily available starting materials. [Display omitted]
ISSN:0022-1139
1873-3328
DOI:10.1016/j.jfluchem.2021.109920