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From Difluoromethyl 2‐Pyridyl Sulfone to Difluorinated Sulfonates: A Protocol for Nucleophilic Difluoro(sulfonato)methylation
Author(s) -
Prakash G. K. Surya,
Ni Chuanfa,
Wang Fang,
Hu Jinbo,
Olah George A.
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201007594
Subject(s) - sulfone , nucleophile , methylation , chemistry , alkyl , aryl , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , catalysis , biochemistry , gene
An efficient method for the synthesis of alkyl α,α‐difluorosulfonates has been developed. The selection of the 2‐pyridyl group as the aryl substitute on the sulfone is critically important for the success of this transformation (see scheme). The synthetic application of fluorinated sulfones is extended and a unique solution is provided for a long‐standing challenge in nucleophilic difluoro(sulfonato)methylation reactions.