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Direct C(sp 3 )−H Sulfonylation and Sulfuration Reactions of Isoquinoline‐1,3(2 H ,4 H )‐diones under Metal‐free Conditions
Author(s) -
Wang XingLan,
Bai Xue,
Wu ChunFeng,
Dong YongXi,
Zhang Min,
Fan LingLing,
Tang Lei,
Yang YuanYong,
Zhang JiQuan
Publication year - 2021
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.202000668
Subject(s) - chemistry , isoquinoline , catalysis , substrate (aquarium) , transition metal , medicinal chemistry , metal , reaction conditions , combinatorial chemistry , iodine , organic chemistry , oceanography , geology
Abstract The first direct C(sp 3 )−H bond sulfonylation and sulfuration reactions of isoquinoline‐1,3‐(2 H ,4 H )‐diones have been developed under transition‐metal‐free conditions. Using air as the sole oxidant, the C‐4 sulfonylated products of isoquinolones were synthesized using sulfinates as the sulfonating agents and NaI as an iodine source in AcOH/DMSO. The sulfuration reaction was realized for the first time using disulfides as sulfurating partners in a t ‐BuOK/DMF catalytic system. Both procedures undergo a free radical reaction process with the advantages of high atom economy, green reaction conditions, readily accessible materials and broad substrate scope.