• Journal of Photoscience
• /
• v.7 no.1
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• pp.35-37
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• 2000

Photolysis of $\alpha$-(o-alkylphenyl) indanones resulted in $\alpha$-cleavage followed by disproportionation to form E-and Z- ortho-formyl stilbenes. No evidences of hydrogen abstraction reactions were collected from these indanones. The minimum rate constant of $\alpha$-cleavage in the $\alpha$-(o-alkylphenyl) indanones was estimated to be 5.5$\times$10$^{10}$ s$^{-1}$ .

• Bulletin of the Korean Chemical Society
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• v.33 no.9
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• pp.3095-3098
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• 2012

• Bulletin of the Korean Chemical Society
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• v.25 no.6
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• pp.927-930
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• 2004

• Bulletin of the Korean Chemical Society
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• v.21 no.9
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• pp.860-866
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• 2000

Hydrocarbostyril, which is a key intermediate in our new synthetic route to 6-nitroquipazine, can be prepared from 1-indanone oxime by Beckmann rearrangement. We have optimized the reaction by using a Lewis acid, aluminum chloride,in the yield of 91% instead of common acids such as polyphosphoric acid,and sulfuric acid used in conventional Beckmann rearrangement (20% in the literature, 10% in our experiment).The optimized condition is established by usingthree equivalents of aluminum chloride in CH2Cl2 at -40 $^{\circ}C$ - room tempera-turefor 40 min. We have applied this condition to other 1-indanone derivatives, such as 4-methyl-, 4-methoxy-, 4-nitro and 6-nitro-1-indanones. The mechanism ofthis BR has been proposed on the basis of the effect of tem-perature and substituenton product ratio, with the aid of PM3 calculation for a model system.