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(Arylsulfinyl)difluoromethylation of Alkyl Halides: Facile Access to Diverse Fluorinated Compounds
Author(s) -
Liu Hefu,
Wang Zhongyi,
Li Xiangye,
Diao Zhengzhen,
Liu Hui,
Sun Fenggang,
Li Yueyun,
Dong Yunhui,
Li Xinjin
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202004440
Subject(s) - halide , alkyl , chemistry , aryl , sulfoxide , organic chemistry , combinatorial chemistry , medicinal chemistry
A facile and efficient (arylsulfinyl)difluoromethylation of alkyl halides with aryl difluoromethyl sulfoxide (ArSOCF 2 H) has been developed. The reaction tolerates a variety of functional groups and afford the (arylsulfinyl)difluoromethylated products in moderate to good yields. Reduction of the sulfoxide products can conveniently afford aromatic difluoroalkylsulfides in good yields and the transformation of phenylsulfinyl group to other useful moieties is also accomplished. It is noted that the difluoromethyl heteroaryl sulfoxides (2‐PySOCF 2 H and BTSOCF 2 H) give heteroaryl thioethers rather than difluoroalkyled sulfoxides by removal of carbonylfluoride (COF 2 ).