| Abstrakt: |
Manganese(III) acetate catalyzed oxidative radical-addition reactions of α-dicarbonyl compounds such as methyl acetoacetate ( 6), acetylacetone ( 7), and dimedone ( 8) to the mixture of 1- and 2-phenylcyclohepta-1,3,5-triene ( 4 and 5) were investigated ( Scheme 1). The 1-phenylcyclohepta-1,3,5-triene ( 4) formed mainly [2+3] and [4+3] dihydrofuran addition products derived from cycloheptatriene and [2+3] dihydrofuran addition products derived from the norcaradiene structure. The 2-phenylcyclohepta-1,3,5-triene ( 5) formed mainly [6+3] dihydrofuran addition products derived from cycloheptatriene and [4+3] dihydrofuran addition products derived from the norcaradiene structure. The structures of isolated products were established by their spectroscopic data (IR, 1H- and 13C-NMR, MS, and elemental analysis) and comparison with literature data. The formation mechanism of the products is discussed. [ABSTRACT FROM AUTHOR] |
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