Journal article
Recent applications of aziridine ring expansion reactions in heterocyclic synthesis
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Publication Details Author list: Singh, G. S.; Sudheesh, S.; Keroletswe, N. Publication year: 2018 Journal acronym: Arkivoc Start page: 50 End page: 113 Number of pages: 64 Languages: English |
The inherent reactivity of the aziridine ring due to ring-strain makes it valuable building blocks for the synthesis of other heterocyclic motifs of biological relevance. Of particular significance is the generation of azomethine ylides from them and cycloaddition of ylides with alkenes, alkynes, and heterocumulenes. The ring undergoes opening followed by cyclization with a variety of reagents either in the presence of a catalyst or without any catalyst. This review article discusses the recent applications of aziridines in syntheses of four- to seven-membered heterocycles of biological relevance such as azetidines, 2-azetidinones, pyrroles, imidazoles, oxazoles, thiazoles, piperidines, pyrazines, pyrimidines, benzoxazines, morpholines, azepanes, benzodiazepines, benzoxazepines, and benzothiazepines.
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