Controllable one-pot synthesis for scaffold diversity visible-light photoredox-catalyzed Giese reaction and further transformation

• Published in: Chemical communications (Cambridge, England) Vol. 56; no. 19; pp. 2873 - 2876
• Main Authors: Nam, Su Been, Khatun, Nilufa, Kang, Young Woo, Park, Boyoung Y, Woo, Sang Kook
• Format: Journal Article
• Language: English
• Published: 05.03.2020
• ISSN: 1359-7345; 1364-548X
• DOI: 10.1039/c9cc08781h

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. 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.