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An Efficient, Sustainable Rhodium‐Catalyzed and Ionic Liquid‐Mediated C−H Thiolation and Selenation of Acetanilide with Diaryl Disulfides and Diaryl Diselenides
Author(s) -
Rui Xiyan,
Zhu Yueyue,
Dai Rupeng,
Huang Chaoqun,
Wang Chao,
Si Dongjuan,
Wang Xi,
Zhang Xiaoyuan,
Wen Hongmei,
Li Wei,
Liu Jian
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.202100097
Subject(s) - chemistry , acetanilide , ionic liquid , rhodium , catalysis , combinatorial chemistry , ionic bonding , green chemistry , synergistic catalysis , organic chemistry , ion
Abstract We established an efficient and sustainable rhodium(III)‐catalyzed and ionic liquid‐mediated C−S and C−Se formation from readily available starting material acetanilide with diaryl disulfides and diaryl diselenides. The C−H activation proceeds in ionic liquid without extra silver salt as additive, and the catalytic media can be reused for several times to accomplish the catalysts sustainable utilization. Furthermore, this synthesis protocol is suitable for a wide functional group compatibility, and the directing group can be easily removed. Most importantly it can be developed as a facile access to phenothiazine scaffold with potent biological activities, thus this strategy can be broadly applied to organic synthesis and medicinal chemistry.