Abstract
1-Benzyl-3-(bromomethyl)-2(1 H)-pyrazinone was converted to [3,4- c] sulfolene pyridinone 8a and further (1- or 3-) substituted derivatives having a dienophilic side chain on the sulfolene ring. Thermolytic extrusion of sulfur dioxide from o-QDM precursor 8 led to generation of 3,4-dimethylene-2(1 H)-pyrazinone 9 , which was reacted in situ with various dienophiles. Thermolysis of the substituted precursors resulted in intramolecular cycloaddition of the corresponding o-QDM intermediates
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