Issue 10, 2025

A new tetrazine catalytic system for the synthesis of N-aryl-α-arylated glycine ester derivatives

Abstract

A novel catalytic system has been developed, comprising 3,6-dichloro-1,2,4,5-tetrazine as the catalyst, zinc acetate as an additive, dichloromethane as the solvent, and air as the oxidizing agent. Under ambient conditions, this system effectively activates C–S bonds. Specifically, it facilitates the reaction between α-benzylthioglycine ester and electron-rich aromatics, achieving functionalization of the C–S bond. This method exhibits mild reaction conditions, broad substrate compatibility, and yields up to 91%. A plausible free radical mechanism is proposed to explain the observed reactivity.

Graphical abstract: A new tetrazine catalytic system for the synthesis of N-aryl-α-arylated glycine ester derivatives

Supplementary files

Article information

Article type
Paper
Submitted
09 Dec 2024
Accepted
27 Jan 2025
First published
28 Jan 2025

Org. Biomol. Chem., 2025,23, 2450-2455

A new tetrazine catalytic system for the synthesis of N-aryl-α-arylated glycine ester derivatives

S. Tu, T. Chen, Z. Yuan and J. Wang, Org. Biomol. Chem., 2025, 23, 2450 DOI: 10.1039/D4OB01993H

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements