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Diels–Alder reaction of fused pyran-2-ones with ethyl vinyl ether

Monatshefte Fur Chemie(2012)

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Abstract
Ethyl vinyl ether was found to be an appropriate synthetic equivalent of acetylene for a set of Diels–Alder reactions with fused pyran-2-ones that yield fused carbocyclic systems. Transformations were conducted under microwave irradiation with DABCO (as a catalyst for the elimination of ethanol) and with n -butanol as the additive. A single-crystal X-ray diffraction structure is presented for N -(5,6,7,8-tetrahydro-6-methyl-8-oxonaphthalen-2-yl)benzamide. Graphical abstract
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Key words
Cycloadditions, X-ray structure determination, Microwave-assisted synthesis, Catalysis, Carbocycles, Synthetic equivalent
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