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Synthesis 2023; 55(20): 3382-3392
DOI: 10.1055/a-2109-1419
DOI: 10.1055/a-2109-1419
paper
Efficient α-Arylation of α-Fluoro-α-nitrosulfonylmethanes Employing Diaryliodonium Salts
Financial support by the Science and Engineering Research Board, DST, Government of India (File No. EMR/2017/003344) is gratefully acknowledged. M.K.Z. and N.K.V. are grateful to the University Grants Commission (UGC-New Delhi) and A.K. thanks the Council of Scientific and Industrial Research, India (CSIR-New Delhi) for the award of Research Fellowships.
Abstract
Reported herein is an efficient α-arylation of α-fluoro-α-nitrosulfonylmethanes using diaryliodonium salts. A wide range of α-fluoronitrosulfonylmethane substrates underwent α-arylation smoothly to produce the corresponding adducts bearing a fully substituted fluorocarbon center in good to excellent yields. The protocol was subsequently shown viable for the α-arylation of α-cyano-α-fluorosulfonylmethane derivatives yielding highly valuable cyano building blocks.
Key words
α-fluoro-α-nitrosulfonylmethanes - diaryliodonium salts - α-arylation - α-fluoro(phenylsulfonyl)acetonitriles - metal-freeSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2109-1419.
- Supporting Information
- CIF File
Publication History
Received: 28 June 2022
Accepted after revision: 12 June 2023
Accepted Manuscript online:
12 June 2023
Article published online:
17 July 2023
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