Copper-catalyzed regioselective chloroamination of alkenes with chlorotrimethylsilane and n-fluorobenzenesulfonimide under microwave-assisted conditions

Masayuki Iwasaki, Jie Xu, Yukari Tani, Liyan Fu, Yuichi Ikemoto, Yasuyuki Ura, Yasushi Nishihara

Research output: Contribution to journalArticle

Abstract

A copper-catalyzed chloroamination of alkenes with chlorotrimethylsilane and N-fluorobenzenesulfonimide has been developed. The reactions were complete within 1 h at 120 °C by means of microwave heating. The present chloroamination proceeds with a perfect regioselectivity and is compatible with various functional groups. The preliminary mechanistic investigation revealed that the reaction involves a radical process. The utility of the present method was demonstrated by scalable, operationally simple and safe system.

Original languageEnglish
Pages (from-to)281-284
Number of pages4
JournalChemistry Letters
Volume48
Issue number3
DOIs
Publication statusPublished - Jan 1 2019

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Regioselectivity
Microwave heating
Alkenes
Functional groups
Copper
Microwaves
trimethylchlorosilane
N-fluorobenzenesulfonimide

Keywords

  • Alkenes
  • Chloroamination
  • Copper catalyst

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Copper-catalyzed regioselective chloroamination of alkenes with chlorotrimethylsilane and n-fluorobenzenesulfonimide under microwave-assisted conditions. / Iwasaki, Masayuki; Xu, Jie; Tani, Yukari; Fu, Liyan; Ikemoto, Yuichi; Ura, Yasuyuki; Nishihara, Yasushi.

In: Chemistry Letters, Vol. 48, No. 3, 01.01.2019, p. 281-284.

Research output: Contribution to journalArticle

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