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Palladium‐Catalyzed Direct α‐Arylation of Methane Sulfonamides with Aryl Bromides
Author(s) -
Gao Gui,
Chen XiangZhu,
Wang ZhongYu,
Zhang YuanYuan,
Liu JingJing,
Hou ShiCong
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201702813
Subject(s) - aryl , palladium , chemistry , phosphine , catalysis , piperazine , indole test , ligand (biochemistry) , methane , combinatorial chemistry , organic chemistry , medicinal chemistry , alkyl , biochemistry , receptor
Abstract An effective palladium‐catalyzed cross‐coupling approach for the direct α‐monoarylation of various methane sulfonamides using aryl bromides to access benzylic sulfonamides is presented. Electron‐deficient, electron‐rich, and heterocyclic aryl bromides were successfully cross‐coupled, and sensitive functional groups were well tolerated. High reactivities and chemoselectivities were achieved using a combination of Pd(OAc) 2 and Kwong's indole‐based phosphine ligand. The application of the developed method to the synthesis of the biologically active 1‐benzyl‐4‐(benzylsulfonyl)piperazine is also demonstrated.