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HERO ID
1711028
Reference Type
Journal Article
Title
Nucleophilic, radical, and electrophilic (phenylsulfonyl)difluoromethylations
Author(s)
Hu, J
Year
2009
Is Peer Reviewed?
Yes
Journal
Journal of Fluorine Chemistry
ISSN:
0022-1139
EISSN:
1873-3328
Volume
130
Issue
12
Page Numbers
1130-1139
DOI
10.1016/j.jfluchem.2009.05.016
Web of Science Id
WOS:000273133000010
Abstract
Selective incorporation of a fluoroalkyl moiety to modulate the properties of an organic molecule has become a frequently used strategy in life science- and materials science-related applications. In this context, selective introduction of a (phenylsulfonyl)difluoromethyl group (PhSO(2)CF(2)) into organic molecules has attracted much attention, since the PhSO(2)CF(2) group can be regarded as a "chemical chameleon" that can be readily transformed into difluoromethyl (CF(2)H), difluoromethylene (-CF(2)-), and difluoromethylidene (=CF(2)) functionalities. This article overviews the recent development of (phenylsulfonyl)difluoromethylation reactions from 2003, including the nucleophilic (phenylsulfonyl)difluoromethylations with PhSO(2)CF(2)H, PhSO(2)CF(2)SiMe(3) and PhSO(2)CF(2)Br reagents, free radical (phenylsulfonyl)difluoromethylations with PhSO(2)CF(2)l reagent. and electrophilic (phenylsulfonyl)difluoromethylations with a hypervalent iodine(III)-CF(2)SO(2)Ph reagent. (C) 2009 Elsevier B.V. All rights reserved.
Keywords
(Phenylsulfonyl)difluoromethylation; Nucleophilic; Radical; Electrophilic; Fluoroalkylation
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