Regioselective Markovnikov hydrothiolation of 1-aryl-1,3-butadienes with dithiocarbamic acid to allyl dithiocarbamates

Abstract

A metal, ligand and solvent-free three component reaction of 1-aryl-1,3-butadienes, CS2 and amine has been developed. In this process, readily available CS2 and secondary amines were used for C-N and C-S bonds giving allyl dithiocarbamates with notable Markovnikov selectivity, mild reaction conditions, simple operation and compatibility with various functional groups (37 examples). This is first case of dithiocarbamic acid addition to an unsymmetrical 1,3-diene system.

Graphical abstract: Regioselective Markovnikov hydrothiolation of 1-aryl-1,3-butadienes with dithiocarbamic acid to allyl dithiocarbamates

Supplementary files

Article information

Article type
Communication
Submitted
31 Jul 2024
Accepted
05 Sep 2024
First published
06 Sep 2024

Chem. Commun., 2024, Advance Article

Regioselective Markovnikov hydrothiolation of 1-aryl-1,3-butadienes with dithiocarbamic acid to allyl dithiocarbamates

R. A. Fernandes, S. Moharana, P. Choudhary and R. S. Ranjan, Chem. Commun., 2024, Advance Article , DOI: 10.1039/D4CC03882G

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