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, Advance Article

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

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

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