Issue 1, 2023
From the journal:

Organic Chemistry Frontiers

Visible-light mediated allylation of thiols with allylic alcohols†

Salman Khan, ORCID logo a   Akshay M. Nair ORCID logo a  and  Chandra M. R. Volla ORCID logo *a  

* Corresponding authors

a Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai-400076, India
E-mail: chandra.volla@chem.iitb.ac.in

Abstract

Herein, we report a mild metal-free visible-light-mediated allylation of thiols using an inexpensive photocatalyst (eosin Y). Photocatalytically generated sulfenyl radicals were coupled with allylic alcohols to obtain allylic sulfides in good to excellent yields. The reaction was found to be scalable and the products could be further functionalized. Furthermore, preliminary studies were carried out to gain insights into the reaction mechanism.

Graphical abstract: Visible-light mediated allylation of thiols with allylic alcohols

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Article information

DOI
https://doi.org/10.1039/D2QO01591A
Article type
Research Article
Submitted
10 Oct 2022
Accepted
12 Nov 2022
First published
15 Nov 2022

Org. Chem. Front., 2023,10, 157-162

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Visible-light mediated allylation of thiols with allylic alcohols

S. Khan, A. M. Nair and C. M. R. Volla, Org. Chem. Front., 2023, 10, 157 DOI: 10.1039/D2QO01591A

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