Visible‐Light‐Mediated Ring‐Opening Reactions of Cyclopropanes. Issue 48 (27th December 2021)

• Record Type: Journal Article
• Authors: Sivanandan, Sudheesh T.; Bharath Krishna, R.; Baiju, Thekke V.; Mohan, Chithra
• Is Part Of: European journal of organic chemistry. Issue 48(2021)
• Page Start: 6781
• Page End: 6805
• Publication Date: 2021-12-27
• Subjects: Cyclopropane -- Photoredox catalysis -- Ring-opening reactions -- Small rings; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.202100986
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: Due to the high reactivity of cyclopropanes, different methods have been developed for their stereo‐ and regio‐controlled ring‐opening reactions to achieve a variety of synthetically useful targets. The traditional methods for the ring‐opening include thermolysis, use of oxidants, transition metals or radical precursors in which many of them encounter various difficulties. In the past several years, visible‐light‐mediated photoredox reactions received considerable attention for various organic transformations. Several methodologies have been developed in recent times for the visible‐light‐mediated ring‐opening reactions of cyclopropanes. Considering the synthetic potential of this class of reactions, we provide a summary of various methodologies developed for the cyclopropane ring‐opening reactions under visible‐light photoredox catalysis. Abstract : Visible‐light‐mediated transformations have recently received considerable attention. Ring‐opening reactions of cyclopropanes have always been an attractive method in organic synthesis. Herein, a summary of various methodologies developed for the cyclopropane ring‐opening reactions under visible‐light photoredox catalysis is provided. The reactivity of different cyclopropanes, including acyl cyclopropanes, vinyl cyclopropanes, methylene cyclopropanes, cyclopropylamines, cyclopropanols and aryl cyclopropanes are discussed.