Diaryl biindenylidenedione compounds are not only the core backbone of numerous natural products and active drug molecules,but also the structural units of many new photochromic materials.Diaryl(biindene)diketone compound 8 was synthesized from ortho benzyl alcohol through silicon based protection reaction,coupling reaction,deprotection reaction,Dess-Martin oxidation,Pinnick oxida-tion,carboxylic acid diazotization,and diazone cyclization,total yield 18％.The structures of com-pounds 3～8 were confirmed by 1H NMR,13C NMR,HR-MS(ESI),and X-Ray.This article also an-alyzes the mechanism of the synthesis process of compound 4 and compound 8.This synthesis method has the advantages of simple and easily available starting materials,novel routes,and high efficiency.
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