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

Autor:	Kiyohiko Nakajima, Masayuki Iwasaki, Yuta Sawanaka, Tomoya Fujii, Yasushi Nishihara, Takaaki Shinozaki, Song Zou, Kosei Nonaka
Rok vydání:	2019
Předmět:	010405 organic chemistry Chemistry Organic Chemistry Regioselectivity 010402 general chemistry 01 natural sciences Medicinal chemistry 0104 chemical sciences Adduct chemistry.chemical_compound N-fluorobenzenesulfonimide Radical clock Structural isomer Copper catalyzed Dimethyl sulfide
Zdroj:	The Journal of Organic Chemistry. 84:15373-15379
ISSN:	1520-6904 0022-3263
DOI:	10.1021/acs.joc.9b02392
Popis:	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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::0a61f390ff90495e17ec9dd70674cff1 https://doi.org/10.1021/acs.joc.9b02392 Zobrazit plný text záznamu