Issue 0, 1973
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Cyclohexenone derivatives. Part VII. Novel aromatisation reaction of some aryloxocyclohexenylacetic acid derivatives

Dhanonjoy Nasipuri,   Swadesh R. Roy Choudhury  and  Amitava Bhattacharya  

Abstract

Methyl 2-aryl-6-oxocyclohex-1-enylacetates (I; R = Me) and some related compounds, when heated with a number of base–solvent systems, undergo aromatisation, the cyclohexenone system becoming phenolic with concomitant loss of the acetate side-chain. Sodium hydride in dimethylformamide at 100° is most effective for this transformation, and few alkoxides in aprotic solvents also catalyse the reaction. The mechanism is discussed. The results of dehydrogenation using pyridine hydrochloride are also reported.

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Article information

DOI
https://doi.org/10.1039/P19730001451
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1973, 1451-1456

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Cyclohexenone derivatives. Part VII. Novel aromatisation reaction of some aryloxocyclohexenylacetic acid derivatives

D. Nasipuri, S. R. R. Choudhury and A. Bhattacharya, J. Chem. Soc., Perkin Trans. 1, 1973, 1451 DOI: 10.1039/P19730001451

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