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Assembly of Highly Functionalized Allylic Sulfones via a Stereoselective Pd‐Catalyzed Sequential C−C/C−S Cleavage and C−S Formation Process
Author(s) -
Zhang Ning,
Miao Lingling,
Yang Yu,
Duan Guohang,
Shi Linlin,
Hao XinQi,
Song MaoPing,
Xu Yan,
Zhu Xinju
Publication year - 2021
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202101190
Subject(s) - allylic rearrangement , stereoselectivity , regioselectivity , catalysis , cleavage (geology) , chemistry , substrate (aquarium) , combinatorial chemistry , isocyanide , stereochemistry , organic chemistry , materials science , biology , fracture (geology) , composite material , ecology
Abstract A Pd‐catalyzed sequential C−C/C−S cleavage and C−S formation approach for highly functionalized allylic sulfones synthesis of vinylcyclopropanes with p ‐tosylmethyl isocyanide has been developed under mild conditions. Importantly, the reaction of modular VCPs and TosMIC would give access to ( E )‐allylic sulfones in a stereoselective and regioselective fashion onto the in situ formed Pd intermediate. The current protocol featured broad substrate scope, operational convenience, and gram‐scale production.