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

Authors :
Nam SB
Khatun N
Kang YW
Park BY
Woo SK
Source :
Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2020 Mar 07; Vol. 56 (19), pp. 2873-2876. Date of Electronic Publication: 2020 Feb 10.
Publication Year :
2020

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.

Details

Language :
English
ISSN :
1364-548X
Volume :
56
Issue :
19
Database :
MEDLINE
Journal :
Chemical communications (Cambridge, England)
Publication Type :
Academic Journal
Accession number :
32037420
Full Text :
https://doi.org/10.1039/c9cc08781h