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Acylation of Electrophilic Olefins through Decatungstate‐Photocatalyzed Activation of Aldehydes
Author(s) -
Esposti Silvia,
Dondi Daniele,
Fagi Maurizio,
Albini Angelo
Publication year - 2007
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200604820
Subject(s) - decarbonylation , electrophile , photocatalysis , chemistry , acylation , photochemistry , radical , organic chemistry , catalysis
With tungsten and lamp : Ketones were prepared by the photocatalytic generation of acyl radicals from aldehydes and trapping them with equimolar amounts of electrophilic alkenes. Photocatalysis with tetrabutylammonium decatungstate is effective also at low temperatures (−20 to −50 °C), thus minimizing radical decarbonylation and allowing acylation by highly substituted aldehydes. EWG=electron‐withdrawing group.

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