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Modular synthesis of (E)-cinnamaldehydes directly from allylarenes via a metal-free DDQ-mediated oxidative process†
Organic & Biomolecular Chemistry ( IF 3.2 ) Pub Date : 2018-07-09 00:00:00 , DOI: 10.1039/c8ob01469h
Ting-Ting Xu 1, 2, 3, 4 , Tao-Shan Jiang 3, 4, 5, 6 , Xiao-Lan Han 1, 2, 3, 4 , Yuan-Hong Xu 3, 4, 7, 8, 9 , Jin-Ping Qiao 3, 4, 7, 8, 9
Affiliation  

An efficient synthesis of (E)-cinnamaldehydes by a metal-free DDQ-mediated oxidative transformation of allylarenes was developed. The protocol provides a practical method to prepare diverse (E)-cinnamaldehydes with broad functional group tolerance in good to excellent yields, including easy access to natural products randainal and geranyloxy sinapyl aldehyde from plant extracts. Finally, the mechanism of a single-electron transfer process was proposed.

中文翻译:

(模块化合成ë)直接从allylarenes -cinnamaldehydes经由无金属DDQ介导的氧化过程

通过无金属的DDQ介导的烯丙基芳烃的氧化转化,可以有效合成(E)-肉桂醛。该协议提供了一种实用的方法来制备具有宽泛的官能团耐受性的多种(E)-肉桂醛,并具有良好的优异收率,包括从植物提取物中容易获得天然产物蓝丹醛和香叶基氧基芥子醛。最后,提出了单电子转移过程的机理。
更新日期:2018-07-09
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