Journal
GREEN CHEMISTRY
Volume 23, Issue 1, Pages 575-581Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0gc03761c
Keywords
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Funding
- National Natural Science Foundation of China [22078299]
- Natural Science Foundation of Zhejiang Province [LQ20B060007, LY21B060005]
- College of Pharmaceutical Sciences, Zhejiang University of Technology
- Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals
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A novel photo-triggered self-catalyzed fluoroalkylation/cyclization of quinazolinones containing unactivated alkenes with various fluoroalkyl bromides has been developed. This transformation exhibits excellent substrate generality with respect to both the coupling partners. The method is the first example describing the C-sp(3)-Br bond homolysis of alkyl bromides via a substrate induced energy transfer process, and the mild conditions, tolerance to a wide range of functional groups, and operational simplicity make it practical for the synthesis of fluorine-containing ring-fused quinazolinones.
A novel photo-triggered self-catalyzed fluoroalkylation/cyclization of quinazolinones containing unactivated alkenes with various fluoroalkyl bromides has been developed. This transformation exhibits excellent substrate generality with respect to both the coupling partners. Of note is that this is the first example describing the C-sp(3)-Br bond homolysis of alkyl bromides via a substrate (quinazolinones) induced energy transfer process. Additionally, the mild conditions, tolerance to a wide range of functional groups and operational simplicity make this protocol practical for the synthesis of fluorine-containing ring-fused quinazolinones.
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