Volume 109, Number 1, 21-25, DOI: 10.1007/BF02871357

A single-step synthesis of methyl ethers of dihydro alloptaeroxylin, dihydro spathelia chromene and related dihydro pyrano coumarin derivatives

P E Kumar and K J Rajendra Prasad

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Abstract

Treatment of hydroxy-2,2-dimethyl chromans1,4,8 with ethyl acetoacetate (EAA) in the absence of any condensing agents afforded a mixture of dihydropyrano coumarins and dihydropyrano chromones,2+3,5+6 and9+10 respectively. Demethylation of methyl ethers of dihydro-spatheliachromene (6) and-alloptaeroxylin (10) using anhydrous AlCl3-CH3CN yielded the correspond chromans,7 and11.

Keywords  2,2-Dimethyl-2H-pyrano-coumarins and -chromones - ethyl acetoacetate - condensation

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