Litcius/Paper detail

Controllable one-pot synthesis for scaffold diversity <i>via</i> visible-light photoredox-catalyzed Giese reaction and further transformation

Su Been Nam, Nilufa Khatun, Young Woo Kang, Boyoung Y. Park, Sang Kook Woo

2020Chemical Communications23 citationsDOI

Abstract

This study presents a controllable one-pot synthesis for constructing valuable scaffolds (alcohols, 2,3-dihydrofurans, α-cyano-γ-butyrolactones, and γ-butyrolactones) via a visible-light photoredox-catalyzed Giese reaction and further transformation. This one-pot reaction can selectively synthesize the desired scaffold in excellent yields with good functional group tolerance. To further highlight the broad applicability of this controllable one-pot reaction, we have established flow reaction conditions with short reaction times for the scale-up of each scaffold and demonstrated the further transformation of 2,3-dihydrofurans and α-cyano-γ-butyrolactones to achieve scaffold diversity for applications in drug discovery.

Topics & Concepts

ScaffoldTransformation (genetics)CatalysisPhotoredox catalysisCombinatorial chemistryChemistryReaction conditionsPhotocatalysisOrganic chemistryBiomedical engineeringEngineeringGeneBiochemistryRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods