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Cascade cyclization versus chemoselective reduction: a solvent-controlled product divergence

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Abstract

A simple and efficient strategy for the assembly of polysubstituted thiophenes and the chemoselective reduction of α,β-unsaturated ketones via the reaction of enones with elemental sulfur and by a simple switching of the reaction solvent is described. Mechanistic studies revealed that both the reactions proceeded via radical pathways, and two hydrogen atoms came from H2O in the reduction course.

Graphical abstract: Cascade cyclization versus chemoselective reduction: a solvent-controlled product divergence

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Submitted
27 Jul 2020
Accepted
07 Sep 2020
First published
08 Sep 2020

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

Cascade cyclization versus chemoselective reduction: a solvent-controlled product divergence

F. Jafarpour, S. Rajai-Daryasarei and M. H. Gohari, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/D0QO00876A

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