Visible‐Light‐Mediated Ring‐Opening Reactions of Cyclopropanes

Abstract

Dedicated to Professor Ibrahim Ibnusaud for his outstanding contributions in the field of organic synthesisDue 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.

Synthesis of chroman-annulated cyclopropanols via photoinduced intramolecular [2 + 1]-cycloaddition of 2-allyloxybenzaldehydes

“…Cyclopropanes are very important building blocks in organic synthesis. [8][9][10][11] They are present in the structure of many natural [12][13][14] and synthetic biologically active compounds. 15,16 A significant subgroup of this compound class comprises cyclopropanols, 17 which are able to enter into more complex transformations due to the presence of a hydroxy group.…”

Formal Cycloadditions Driven by the Homolytic Opening of Strained, Saturated Ring Systems

“…In this Minireview, we aim to succinctly examine the current scope of ring systems employed in FCA across a broad range of radical-generation strategies and identify opportunities for the development of new and useful methodology. [5,6]…”

Visible Light‐Mediated Reactions of β‐Nitroalkenes

“…On the other hand, visible light‐mediated photoredox reactions received considerable attention over many years [34–43] . There are several advantages for photoredox catalysis, including benign reaction conditions, controlled radical reactions, etc.…”

“…On the other hand, visible light-mediated photoredox reactions received considerable attention over many years. [34][35][36][37][38][39][40][41][42][43] There are several advantages for photoredox catalysis, including benign reaction conditions, controlled radical reactions, etc. It can also be used in combination with organocatalysis for asymmetric synthesis.…”