Reactivity Insight into Reductive Coupling and Aldol Cyclization of Chalcones by Visible Light Photocatalysis

The reductive coupling and cyclization of chalcones to generate cyclopentanol derivatives in up to 84% yield by visible light photoredox catalysis is described. This reaction involves radical anion homocoupling, monoprotonation, and intramolecular cyclization cascade.

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Bibliographische Detailangaben
Veröffentlicht in:	Journal of organic chemistry 2012-07, Vol.77 (14), p.6302-6306
Hauptverfasser:	Zhao, Guolei, Yang, Chao, Guo, Lin, Sun, Hongnan, Lin, Run, Xia, Wujiong
Format:	Artikel
Sprache:	eng
Schlagworte:	Alicyclic compounds Alicyclic compounds, terpenoids, prostaglandins, steroids Catalysis Chalcones - chemistry Chemical reactivity Chemistry Crystallography, X-Ray Cyclization Exact sciences and technology General and physical chemistry Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Light Models, Molecular Molecular Structure Organic chemistry Oxidation-Reduction Photochemical Processes Photochemistry Physical chemistry of induced reactions (with radiations, particles and ultrasonics) Preparations and properties Reactivity and mechanisms
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Beschreibung
Zusammenfassung:	The reductive coupling and cyclization of chalcones to generate cyclopentanol derivatives in up to 84% yield by visible light photoredox catalysis is described. This reaction involves radical anion homocoupling, monoprotonation, and intramolecular cyclization cascade.
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo300796j