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Palladium‐Catalyzed Chemoselective α‐Arylation of Methyl Sulfones with Aryl Chlorides
Author(s) -
Gao Gui,
Zheng Bing,
Fu Yue,
Li Minyan,
Wang Bo,
Chen XiangZhu,
Zhang YuanYuan,
Liu JingJing,
Hou ShiCong,
Walsh Patrick J.
Publication year - 2017
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700075
Subject(s) - chemoselectivity , chemistry , palladium , aryl , amination , sulfone , phosphine , catalysis , organic chemistry , ligand (biochemistry) , combinatorial chemistry , medicinal chemistry , alkyl , biochemistry , receptor
Abstract A palladium‐catalyzed α‐arylation reaction of unactivated sulfones with aryl chlorides is presented. High reactivity and chemoselectivity was achieved with a combination of Buchwald's 2 nd generation palladium precatalyst and Kwong's indole‐based phosphine ligand. A variety of aryl chlorides and aryl methyl sulfones were coupled in good to excellent yields. A gram‐scale arylation was also successfully conducted. Chemoselective arylation of the sulfone was observed over Buchwald–Hartwig amination.