Abstract
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.
| Original language | English |
|---|---|
| Journal | Journal of Organic Chemistry |
| DOIs | |
| Publication status | Accepted/In press - Jan 1 2019 |
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ASJC Scopus subject areas
- Organic Chemistry
Cite this
Copper-Catalyzed Regioselective Aminothiolation of Aromatic and Aliphatic Alkenes with N-Fluorobenzenesulfonimide and Thiols through Three-Component Radical Coupling. / Iwasaki, Masayuki; Nonaka, Kosei; Zou, Song; Sawanaka, Yuta; Shinozaki, Takaaki; Fujii, Tomoya; Nakajima, Kiyohiko; Nishihara, Yasushi.
In: Journal of Organic Chemistry, 01.01.2019.Research output: Contribution to journal › Article
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TY - JOUR
T1 - Copper-Catalyzed Regioselective Aminothiolation of Aromatic and Aliphatic Alkenes with N-Fluorobenzenesulfonimide and Thiols through Three-Component Radical Coupling
AU - Iwasaki, Masayuki
AU - Nonaka, Kosei
AU - Zou, Song
AU - Sawanaka, Yuta
AU - Shinozaki, Takaaki
AU - Fujii, Tomoya
AU - Nakajima, Kiyohiko
AU - Nishihara, Yasushi
PY - 2019/1/1
Y1 - 2019/1/1
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85075423238&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85075423238&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.9b02392
DO - 10.1021/acs.joc.9b02392
M3 - Article
C2 - 31696696
AN - SCOPUS:85075423238
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
ER -