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Iodine‐Catalyzed Regioselective Sulfenylation of Indoles with Thiols in Water
Author(s) -
He Yongqin,
Liu Shengkang,
Wen Ping,
Tian Wanfa,
Ren Xiaoyu,
Zhou Qiangxiao,
Ma Haojie,
Huang Guosheng
Publication year - 2016
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201600257
Subject(s) - hydrogen peroxide , regioselectivity , catalysis , indole test , chemistry , iodine , combinatorial chemistry , solvent , organic chemistry , yield (engineering) , reaction conditions , environmentally friendly , materials science , ecology , metallurgy , biology
A novel protocol of Iodine catalyzed oxidative 3‐sulfenylation of indoles with thiols has been developed using cheap and environment friendly Hydrogen peroxide (30 % H 2 O 2 ) as oxidant. In addition, H 2 O was firstly used as solvent in this type of reaction, in this method, indoles react with multiple thiols smoothly and various 3‐sulfanylindoles were obtained in good to excellent yields.. The extensive scope of substrates, the mild reaction conditions, and the high selection of reaction site delivery promising applications in drug discovery and functional materials. Especially, Indole‐1‐carboxamides were also compatible with this transformation, and the predictable products were obtained in good yields.