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Palladium‐Catalyzed γ‐C(sp3)−H Arylation of Thiols by a Detachable Protecting/Directing Group
Authors:Likun Jin  Jianchun Wang  Prof Dr Guangbin Dong
Institution:1. Department of Chemistry, University of Chicago, Chicago, IL, USA;2. College of Chemical Engineering, Nanjing University of Science & Technology, Nanjing, P. R. China
Abstract:Reported herein is a palladium‐catalyzed, directed γ‐C(sp3)?H arylation of protected thiols. The key is to utilize Michael acceptors as a dual reagent to install a protecting/directing group on thiols by a thiol‐Michael click reaction, and remove it later under basic conditions. The C?H arylation proceeds with high functional‐group tolerance and the deprotected thiols can be further transformed into other sulfur‐containing compounds. This unique mode of activation could open the door for site‐selective functionalization of thiols or other sulfur‐containing compounds at unactivated positions.
Keywords:arylation  C−  H activation  directing groups  palladium  thiols
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