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Recent Advances in Visible‐Light‐Driven Photocatalyzed γ‐Cyanoalkylation Reactions

Soumitra Guin, Debashis Majee, Sampak Samanta

2021Asian Journal of Organic Chemistry23 citationsDOI

Abstract

Abstract Visible‐light‐induced photoredox‐catalyzed organic transformations through single‐electron‐transfer pathways have recently come to the limelight in modern organic chemistry. These innovative radical processes appear as ideal tactics for making a diverse set of pharmacologically and synthetically useful organic molecules under sustainable conditions. In this review, we summarize a brief overview of recent status of radical C(sp3)−X (X=C, S, Se, B, F, Cl etc) cross‐coupling reactions of cyclobutanone oxime esters as the surrogates of γ‐cyanoalkyl radicals with various kinds of radical acceptors using photocatalysts irradiated by visible light or natural sunlight. The efficiency of various metal‐salts (Ir, Ru, Cu, Pd etc) and metal‐free organic molecules (eosin Y, rose Bengal, 4CzIPN, HE, PhPTZ, Mes−Acr+ etc) as photocatalysts were thoroughly examined for the above conversions. Furthermore, the mechanism of the said reactions has also been presented. Notably, the described photocatalytic cycles would further bestow a new mechanistic concept for aiming a variety of cyanoalkylated scaffolds.

Topics & Concepts

ChemistryEosin YPhotocatalysisRose bengalPhotochemistryRadicalPhotoredox catalysisVisible spectrumOrganic synthesisCombinatorial chemistryCatalysisOrganic chemistryOptoelectronicsPhysicsRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods