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Gold‐Catalyzed, Iodine(III)‐Mediated Direct Acyloxylation of the Unactivated C(sp 3 )–H Bonds of Methyl Sulfides
Author(s) -
Guo Shengrong,
Santhosh Kumar Pailla,
Yuan Yanqin,
Yang Minghua
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600632
Subject(s) - chemistry , iodobenzene , catalysis , sulfur , reagent , iodine , medicinal chemistry , surface modification , hypervalent molecule , organic chemistry
The gold‐catalyzed, iodine(III)‐mediated direct oxidative acyloxylation of the C(sp 3 )–H bonds of methyl sulfides for the synthesis of various α‐thioaryl and α‐thioalkyl ester derivatives was discovered. Bis(acyloxy)iodobenzene proved to be an efficient reagent to activate the sulfur atom as an in situ directing group for α‐C(sp 3 )–H functionalization. The attractive features of this protocol include short reaction times, low catalyst loading, and in situ activation of adjacent C(sp 3 )–H bonds of the sulfur atom.