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

This study presents a controllable one-pot synthesis for constructing valuable scaffolds (alcohols, 2,3-dihydrofurans, alpha-cyano-gamma-butyrolactones, and gamma-butyrolactones) via a visible-light photoredox-catalyzed Giese reaction and further transformation. This one-pot reaction can selectively...

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Published inChemical 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
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 07.03.2020
Royal Society of Chemistry
Subjects
Alcohols
Chemical synthesis
Chemistry
Chemistry, Multidisciplinary
Functional groups
Physical Sciences
Scaffolds
Science & Technology
Transformations
ELECTRON
PATHWAY
STRATEGY
SKELETAL DIVERSITY
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Summary:This study presents a controllable one-pot synthesis for constructing valuable scaffolds (alcohols, 2,3-dihydrofurans, alpha-cyano-gamma-butyrolactones, and gamma-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 alpha-cyano-gamma-butyrolactones to achieve scaffold diversity for applications in drug discovery.
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ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc08781h