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Disulfide‐Directed C–H Hydroxylation for Synthesis of Sulfonyl Diphenyl Sulfides and 2‐(Phenylthio)phenols with Oxygen as Oxidant
Author(s) -
Wang Long,
Xie YiBi,
Huang NianYu,
Zhang NuoNuo,
Li DeJiang,
Hu YuLin,
Liu MingGuo,
Li DongSheng
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600861
Subject(s) - chemistry , sulfonyl , hydroxylation , sulfur , phenols , catalysis , phenol , disulfide bond , oxygen , combinatorial chemistry , organic chemistry , medicinal chemistry , biochemistry , alkyl , enzyme
Compared to N, O and P as directing functional atoms, the application of directing group containing sulfur atoms for transition metal‐catalyzed C–H activation is much more difficult for the known reason (some metal catalysts are easily poisoned by sulfur). Here, the disulfide‐directed C–H activation for thew synthesis of sulfonyl diphenyl sulfides was realized for the first time by a copper‐catalyzed, tandem, one‐step C–S coupling/hydroxylation of disulfides and arylboronic acids with oxygen as the oxidant. This method provides a mild and easy method for the synthesis of sulfonyl diphenyl sulfides and 2‐(phenylthio)phenol derivatives and avoids producing sulfoxides and sulfones under air conditions and elevated temperatures.