Efficient synthesis of SCF3-containing 3-alkenylquinoxalinones via three-component radical cascade reaction

An efficient and practical method for the synthesis of 3-alkenylquinoxalinones containing the SCF3 group has been readily developed through a three-component radical cascade reaction involving quinoxalinones, alkynes and AgSCF3. The reaction was found to be compatible with a variety of substrates an...

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Bibliographic Details
Published inOrganic & biomolecular chemistry Vol. 22; no. 18; pp. 3740 - 3745
Main Authors Wang, Si-Yu, Liu, Chu, Yang, Wei, Tian, Zhong-Ying, Yuan, Lin, Xie, Long-Yong
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 08.05.2024
Royal Society of Chemistry
Subjects
Alkynes
Cascade chemical reactions
Chemistry
Chemistry, Organic
Functional groups
Physical Sciences
Science & Technology
Substrates
Synthesis
BORONIC ACIDS
FUNCTIONALIZATION
ALKENES
QUINOXALINONES
SULFIDES
CHEMISTRY
SUBSTITUENT CONSTANTS
CATALYZED TRIFLUOROMETHYLTHIOLATION
DERIVATIVES
THIOETHERS
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Summary:An efficient and practical method for the synthesis of 3-alkenylquinoxalinones containing the SCF3 group has been readily developed through a three-component radical cascade reaction involving quinoxalinones, alkynes and AgSCF3. The reaction was found to be compatible with a variety of substrates and exhibited a high functional group tolerance and complete E-selectivity. The preliminary study suggests the involvement of a SCF3 radical in the transformation.
Bibliography:ObjectType-Article-1
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ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/d4ob00363b