Acylation of electrophilic olefins through decatungstate-photocatalyzed activation of aldehydes

被引:184
作者
Esposti, Silvia
Dondi, Daniele
Fagnoni, Maurizio
Albini, Angelo
机构
[1] Univ Pavia, Dipartimento Chim Organ, I-27100 Pavia, Italy
[2] Univ Pavia, INCA Consortium, Res Unit, I-27100 Pavia, Italy
关键词
acylation; aldehydes; alkenes; photochemistry; radical reactions;
D O I
10.1002/anie.200604820
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) 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. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2531 / 2534
页数:4
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