2007
DOI: 10.3390/12040797
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Synthesis of α,β-Unsaturated Ketones as Chalcone Analogues via a SRN1 Mechanism

Abstract: 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 RN 1 mechanism. This new method can be used to synthesize a wide variety of chalcone analogues.

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Cited by 4 publications
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