Photoredox‐Mediated Synthesis of β‐Hydroxydithioacetals from Terminal Alkynes

A single‐step visible light mediated synthesis of β‐hydroxydithioacetals via oxidative coupling of terminal alkynes with thiophenol is reported. Compared to other multistep strategies, this work presents a rare tandem introduction of disulfides and a hydroxy group at the β‐position in one pot. The r...

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Bibliographic Details
Published in:ChemPhotoChem 2021-03, Vol.5 (3), p.235-239
Main Authors: Manzer Manhas, Farah, Kumar, Jaswant, Raheem, Shabnam, Thakur, Pankaj, Rizvi, Masood Ahmad, Shah, Bhahwal Ali
Format: Article
Language:English
Subjects:
alkynes
oxidation
photocatalysis
radicals
Rose Bengal
visible light
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Summary:A single‐step visible light mediated synthesis of β‐hydroxydithioacetals via oxidative coupling of terminal alkynes with thiophenol is reported. Compared to other multistep strategies, this work presents a rare tandem introduction of disulfides and a hydroxy group at the β‐position in one pot. The reaction is enabled by aerial oxidation, features high efficiency and mild conditions, and is extendable to both aliphatic and aromatic alkynes. A photoredox mediated synthesis of β‐hydroxydithioacetals via oxidative coupling of terminal alkynes with thiophenol is reported. The reaction presents a tandem introduction of a hydroxy group at the β‐position of disulfides in one pot. This reaction is enabled by aerial oxidation, and features high efficiency and mild conditions.
ISSN:2367-0932
2367-0932
DOI:10.1002/cptc.202000237