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[摘要]：Manganese(III) acetate catalyzed oxidative radical-addition reactions of alpha-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, H-1- and C-13-NMR, MS, and elemental analysis) and comparison with literature data. The formation mechanism of the products is discussed. |
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