Issue 42, 2024

Synthesis of dithioacetals via nucleophilic substitution and their antifungal activity evaluation

Abstract

A novel dual nucleophilic substitution reaction of dichloromethane with thiols has been developed, which affords dithioacetals in up to 96% yields. This dual substitution reaction with two different nucleophiles is also successfully developed with α-acyloxy sulfides as the product. In addition, in vitro antifungal activity tests against L. theobromae disclose that these α-acyloxy sulfides exhibit excellent antifungal activity with an inhibition rate up to 100 ± 0%. This reaction provides efficient access to potential bioactive dithioacetals from readily available starting materials.

Graphical abstract: Synthesis of dithioacetals via nucleophilic substitution and their antifungal activity evaluation

Supplementary files

Article information

Article type
Communication
Submitted
12 Sep 2024
Accepted
26 Sep 2024
First published
27 Sep 2024

Org. Biomol. Chem., 2024,22, 8418-8422

Synthesis of dithioacetals via nucleophilic substitution and their antifungal activity evaluation

J. Shao, Y. Bian, Q. Wang, H. Mei, A. Makarem, V. A. Soloshonok and J. Han, Org. Biomol. Chem., 2024, 22, 8418 DOI: 10.1039/D4OB01495B

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