Synthesis 2023; 55(20): 3382-3392
DOI: 10.1055/a-2109-1419
paper

Efficient α-Arylation of α-Fluoro-α-nitrosulfonylmethanes Employing Diaryliodonium Salts

Mohd Khalid Zaheer
a   Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow 226031, India
,
Narendra Kumar Vaishanv
a   Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow 226031, India
,
Awadhesh Kumar
a   Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow 226031, India
c   Academy of Scientific and Innovative Research, Ghaziabad 201002, India
,
Sameer Mishra
a   Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow 226031, India
,
Ruchir Kant
b   Molecular and Structural Biology Division, CSIR-Central Drug Research Institute, Lucknow 226031, India
,
Kishor Mohanan
a   Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow 226031, India
c   Academy of Scientific and Innovative Research, Ghaziabad 201002, India
› Institutsangaben
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.

Supporting Information



Publikationsverlauf

Eingereicht: 28. Juni 2022

Angenommen nach Revision: 12. Juni 2023

Accepted Manuscript online:
12. Juni 2023

Artikel online veröffentlicht:
17. Juli 2023

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