HO-mediated room temperature synthesis of 2-arylacetophenones from arylhydrazines and vinyl azides in water

An environmentally benign, cost-efficient and practical methodology for the room temperature synthesis of 2-arylacetophenones in water has been discovered. The facile and efficient transformation involves the oxidative radical addition of arylhydrazines with α-aryl vinyl azides in the presence of H...

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Veröffentlicht in:Organic & biomolecular chemistry 2022-01, Vol.2 (3), p.63-635
Hauptverfasser: Luo, Mengqiang, Zhang, Yaohong, Fang, Ping, Li, Yan, Qi, Chenze, Li, Yong, Shen, Runpu, Cheng, Kai, Wang, Hai
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Zusammenfassung:An environmentally benign, cost-efficient and practical methodology for the room temperature synthesis of 2-arylacetophenones in water has been discovered. The facile and efficient transformation involves the oxidative radical addition of arylhydrazines with α-aryl vinyl azides in the presence of H 2 O 2 (as a radical initiator) and PEG-800 (as a phase-transfer catalyst). From the viewpoint of green chemistry and organic synthesis, the present protocol is of great significance because of using cheap, non-toxic and readily available starting materials and reagents as well as amenability to gram-scale synthesis, which provides an attractive strategy to access 2-arylacetophenones. An environmentally benign, cost-efficient and practical methodology for the room temperature synthesis of 2-arylacetophenones in water has been discovered.
ISSN:1477-0520
1477-0539
DOI:10.1039/d1ob02023d