Issue 19, 2023

Synthesis of diarylmethyl thioethers via a DABCO-catalyzed 1,6-conjugate addition reaction of p-quinone methides with organosulfur reagents

Abstract

A rapid and simple method was developed for the synthesis of diarylmethyl thioethers via a DABCO-catalyzed 1,6-conjugate addition reaction of para-quinone methides (p-QMs) with organosulfur reagents. A series of diarylmethyl thioethers were synthesized at 13–85% yields by this method. After that, the antibacterial activities of synthesized diarylmethyl thioethers and their derivatives were evaluated. The MIC range (μg mL−1) against Staphylococcus aureus ATCC 25923 and clinically isolated methicillin-resistant S. aureus was 8–128 and 64–128, respectively.

Graphical abstract: Synthesis of diarylmethyl thioethers via a DABCO-catalyzed 1,6-conjugate addition reaction of p-quinone methides with organosulfur reagents

Supplementary files

Article information

Article type
Paper
Submitted
20 Mar 2023
Accepted
14 Apr 2023
First published
26 Apr 2023
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2023,13, 12982-12990

Synthesis of diarylmethyl thioethers via a DABCO-catalyzed 1,6-conjugate addition reaction of p-quinone methides with organosulfur reagents

M. Shuai, X. Guan, X. Fei, M. Zhang, X. Fu, B. He and Y. Zhao, RSC Adv., 2023, 13, 12982 DOI: 10.1039/D3RA01815F

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