Electrochemically-driven difunctionalization of the isocyanide and Mumm rearrangement cascade: expeditious synthesis of N-acyl–N-alkyl S-thiocarbamates

Abstract

We describe the novel electrochemical multicomponent reaction (e-MCR) of readily available isocyanides, thiols and carboxylic acids to form N-substituted S-thiocarbamate derivatives that are found in several biologically active compounds. The effectiveness of the μ-electro flow reactor (μ-EFR) was showcased through significant reduction in electrolyte volume during the reaction, achieving gram-scale production of 4a within a short 12 min residence time using a Pt/Pt flow cell.

Graphical abstract: Electrochemically-driven difunctionalization of the isocyanide and Mumm rearrangement cascade: expeditious synthesis of N-acyl–N-alkyl S-thiocarbamates

Supplementary files

Article information

Article type
Communication
Submitted
10 May 2024
Accepted
15 Jun 2024
First published
17 Jun 2024

Chem. Commun., 2024, Advance Article

Electrochemically-driven difunctionalization of the isocyanide and Mumm rearrangement cascade: expeditious synthesis of N-acyl–N-alkyl S-thiocarbamates

K. S. Bhati and S. Sharma, Chem. Commun., 2024, Advance Article , DOI: 10.1039/D4CC02287D

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