Synthesis of α,β-Unsaturated Ketones as Chalcone Analogues via a SRN1 Mechanism

Molecules

Christophe Curti¹  Armand Gellis¹ 

[1] id="af1-molecules-12-00797">Laboratoire de Chimie Organique Pharmaceutique, UMR CNRS 6517, Université de la Méditerranée, Faculté de Pharmacie, 27, boulevard Jean Moulin, 13385 Marseille Cedex 05, Fran

关键词: S_RN1;    nitrothiophene;    nitrophenylethanone;    α;    β-unsaturated ketones;    chalcones;   

DOI  :  10.3390/12040797

来源: mdpi

【 摘 要 】

An electron-transfer chain reaction between 2-nitropropane anion and α-bromoketones derived from nitrobenzene and nitrothiophene was demonstrated by mechanistic study and a specific convenient synthetic protocol. Thus, 2-bromo-1-(5-nitrothiophen-2-yl)ethanone or 2-bromo-1-(4-nitrophenyl)ethanone were reacted with several cyclic nitronate anions to form α,β-unsaturated ketones via a S_RN1 mechanism. This new method can be used to synthesize a wide variety of chalcone analogues.

【 授权许可】

Unknown   
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