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Orthoamides of alkynecarboxylic acid  15  condense with enolisable  β -dicarbonyl compounds and as well with acetophenones to give 3-acryl-1,1-bis(dimethyl-amino)-1,3-butadienes. Some acylbutadienes cyclize affording 2-pyranon-derivatives  33  upon heating with aqueous ethanol. 2 H -pyranes are accessible from acetone dicarboxylic acid ester and orthoamides  15 . The constitution of one 4-acyl-1,1-bis(dimethylamino)-1,3-butadiene ( 16f ) and one 2 H -pyrane ( 44b ) was confirmed by crystal structure determinations.

zeitschrift für naturforschung b

Orthoamide und Iminiumsalze, CIV. Umsetzungen von Orthoamiden der Alkincarbonsäuren mit enolisierbaren Carbonylverbindungen – Cyclisierung der Kondensationsprodukte zu Pyran-Derivaten