Issue 5, 2021

Recent advances in ring-opening of donor acceptor cyclopropanes using C-nucleophiles

Abstract

Ring-opening transformations of donor–acceptor cyclopropanes (DAC) with carbon-centered nucleophiles is a simple, straight-forward approach to 1,3-bifunctional compounds that has witnessed remarkable progress over the past several years. To date, different reactivity patterns of DACs have been successfully exploited in racemic/stereoselective syntheses of various acyclic compounds or carbocycles with an impressive structural diversity. The thriving strategies have been successfully utilized in multistep synthesis of complex target molecules. Herein, the recent advances (2015–present) in the ring-opening of DAC involving electron rich arenes and indoles, active methylene compounds, various dipolarophiles, organoborates/boronates, vinyl ethers etc. following Friedel–Crafts alkylation, annulation/formal cycloaddition reaction, organocatalytic reaction, Nazarov cyclisation etc. are presented.

Graphical abstract: Recent advances in ring-opening of donor acceptor cyclopropanes using C-nucleophiles

Article information

Article type
Review Article
Submitted
06 Dec 2020
Accepted
07 Jan 2021
First published
14 Jan 2021

Org. Biomol. Chem., 2021,19, 965-982

Recent advances in ring-opening of donor acceptor cyclopropanes using C-nucleophiles

K. Ghosh and S. Das, Org. Biomol. Chem., 2021, 19, 965 DOI: 10.1039/D0OB02437F

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