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

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...

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Bibliographic Details
Published in:Organic chemistry frontiers an international journal of organic chemistry 2021-11, Vol.8 (22), p.6433-6451
Main Authors: Shen, Jinhui, Zhang, Lei, Meng, Xiangtai
Format: Article
Language:English
Subjects:
Chemical reactions
Cleavage
Intermediates
Nitrogen
Organic chemistry
Polymers
Raw materials
Sulfur
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Summary: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.
ISSN:2052-4110
2052-4110
DOI:10.1039/d1qo00868d