Issue 22, 2021

Recent advances in cyclization reactions of isatins or thioisatins via C–N or C–S bond cleavage

Abstract

The exploration of new reactivity modes and synthetic methods has always been an attractive goal of organic and medicinal chemistry. As potential raw materials for the efficient construction of nitrogen- and sulfur-containing heterocycles, isatins and thioisatins have a wide range of applications in biomedicine and polymer materials. However, traditional synthetic methods are mainly limited to the reaction at the C3-position of isatins and thioisatins. This review summarises the recent advances in cyclization reactions induced by the C–N or C–S bond cleavage of isatins or thioisatins in the last 5 years, which display a distinct reactivity mode from traditional methods. In addition, this review introduces five approaches to C–N or C–S bond cleavage and emphasises their potential applications to the production of important intermediates in total synthesis, medicine, and materials.

Graphical abstract: Recent advances in cyclization reactions of isatins or thioisatins via C–N or C–S bond cleavage

Article information

Article type
Review Article
Submitted
09 jun 2021
Accepted
16 aug 2021
First published
17 aug 2021

Org. Chem. Front., 2021,8, 6433-6451

Recent advances in cyclization reactions of isatins or thioisatins via C–N or C–S bond cleavage

J. Shen, L. Zhang and X. Meng, Org. Chem. Front., 2021, 8, 6433 DOI: 10.1039/D1QO00868D

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