Furan-2-carboxyaldehyde N, N-dimethylhydrazones in Diels-Alder cycloadditions
KT Potts, EB Walsh
Index: Potts, Kevin T.; Walsh, Eileen B. Journal of Organic Chemistry, 1988 , vol. 53, # 6 p. 1199 - 1202
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Citation Number: 24
Abstract
Furan-2-carbaldehyde dimethylhydrazone and maleic anhydride and N-substituted maleimides and fumaronitrile in chloroform at room temperature readily formed nonisolable 1: l cycloadducta which spontaneously lost water, giving 1, 2, 3-trisubstituted benzenes in good yield. With alkynic dienophiles no cycloaddition occurred, and with quinones Michael addition of the furan nucleus to the quinone was the preferred reaction.
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