Issue 21, 2024

Recent updates on vinyl cyclopropanes, aziridines and oxiranes: access to heterocyclic scaffolds

Abstract

This present review delineates the repertoire of vinyl cyclopropanes and their stuctural analogues to accomplish a wide array of oxa-cycles, aza-cycles, and thia-cycles under transition metal catalysis and metal-free approaches from early 2019 to the present date. The generation of electrophilic π-allyl intermediates and 1–3/1–5-dipolarophile chemistry originating from VCPs are always green, step- and atom-economical and sustainable strategies in comparsion with prefunctionalized and/or C–H activation protocols. Here, the strained ring-system extends its applicability by relieving the strain to undergo a ring-expansion reaction to accomplish 5–9 membered carbo- and heterocyclic systems. The availability of chiral ligands in the ring-expansion reaction of VCPs and their analogues has paved the way to realizing asymmetric synthetic transformations.

Graphical abstract: Recent updates on vinyl cyclopropanes, aziridines and oxiranes: access to heterocyclic scaffolds

Article information

Article type
Review Article
Submitted
16 Feb 2024
Accepted
22 Apr 2024
First published
13 May 2024

Org. Biomol. Chem., 2024,22, 4212-4242

Recent updates on vinyl cyclopropanes, aziridines and oxiranes: access to heterocyclic scaffolds

K. Nachimuthu and J. L. Nallasivam, Org. Biomol. Chem., 2024, 22, 4212 DOI: 10.1039/D4OB00246F

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