Copper-Catalyzed Regioselective Aminothiolation of Aromatic and Aliphatic Alkenes with N-Fluorobenzenesulfonimide and Thiols through Three-Component Radical Coupling | Zendy

Masayuki Iwasaki | Zendy; Kosei aka | Zendy; Song Zou | Zendy; Yuta Sawanaka | Zendy; Takaaki Shinozaki | Zendy; Tomoya Fujii | Zendy; Kiyohiko Nakajima | Zendy; Yasushi Nishihara | Zendy

Open Access

Copper-Catalyzed Regioselective Aminothiolation of Aromatic and Aliphatic Alkenes with N-Fluorobenzenesulfonimide and Thiols through Three-Component Radical Coupling

Author(s) -

Masayuki Iwasaki,

Kosei aka,

Song Zou,

Yuta Sawanaka,

Takaaki Shinozaki,

Tomoya Fujii,

Kiyohiko Nakajima,

Yasushi Nishihara

Publication year - 2019

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.9b02392

Subject(s) - regioselectivity , chemistry , catalysis , copper , adduct , organic chemistry , radical cyclization , alkene , medicinal chemistry

Copper-catalyzed regioselective aminothiolation of terminal and internal alkenes with N -fluorobenzenesulfonimide and thiols has been developed. The three-component reaction is promoted by the addition of dimethyl sulfide. In addition to aromatic alkenes, aliphatic alkenes are subjected to the reaction, affording various aminothiolation adducts as single regioisomers. The radical process is proposed by preliminary mechanistic studies, involving radical trap and radical clock experiments.

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