One-pot four-component assembly for diselenocarbamates

Lai Li, Xiaohong Peng, Jianmei Lu, Xuefeng Jiang

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

A one-pot four-component synthesis of diselenocarbamates was established from the combination of diselanes, selenium powder, chloroform and amines under mild conditions. A total of 36 diselenocarbamates were achieved in a straightforward manner in up to 91% yield. The zwitterionic intermediate [R2R3NCHCl]+Cl-, formed from chloroform and amine in the presence of a base, was captured by diselane via nucleophilic substitution to afford the intermediate [R2R3NCHSeR1]+Cl-. With the help of a base, the desired diselenocarbamate was successfully achieved through a carbene intermediate [(R2R3N)(SeR1)C:] with selenium powder.

Original languageEnglish
Pages (from-to)6642-6647
Number of pages6
JournalOrganic Chemistry Frontiers
Volume8
Issue number23
DOIs
StatePublished - 7 Dec 2021

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