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DTBP/TBHP-Promoted Hydroacylation of Unactivated Alkenes
Ist Teil von
Asian journal of organic chemistry, 2016-12, Vol.5 (12), p.1452-1456
Ort / Verlag
Weinheim: Blackwell Publishing Ltd
Erscheinungsjahr
2016
Quelle
Wiley Online Library
Beschreibungen/Notizen
Di‐tert‐butyl peroxide (DTBP)‐promoted intermolecular hydroacylation reaction of alkenes with aromatic aldehydes that provides ketones is described. In this study, 4‐chromanones were formed when 2‐(allyloxy)benzaldehydes were treated with tert‐butyl hydroperoxide (TBHP). The reactions were performed under solvent‐ and metal‐free conditions. Reactions proceeded through the generation of acyl radicals, followed by the reaction with alkenes. Remarkably, not only terminal alkenes but also internal alkenes could serve as the starting materials for intramolecular hydroacylation reaction.
Radical process: A di‐tert‐butyl peroxide (DTBP)‐promoted intermolecular hydroacylation reaction of alkenes with aromatic aldehydes that provides ketones is described. In this study, 4‐chromanones were formed when 2‐(allyloxy)benzaldehydes were treated with tert‐butyl hydroperoxide (TBHP). The reactions were performed under solvent‐ and metal‐free conditions. Reactions proceeded through the generation of acyl radicals, followed by the reaction with alkenes. Remarkably, not only terminal alkenes but also internal alkenes could serve as the starting materials for intramolecular hydroacylation reaction.