Abstract
The acid-catalyzed cyclization of 1-(3,4-dialkylaryl)-3-chloropropan-1-ones to dialkylindanones via the intermediate formation of (3,4-dialkylaryl)propenones was studied. This reaction affords isomeric products: 5,6-dialkylindan-1-ones and 4,5-dialkylindan-1-ones. The DFT quantum chemical calculation results correlate with the experimental data and suggest that the structural factors affect the ratio of products.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 909–915, May, 2009.
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Ivchenko, P.V., Nifant’ev, I.E., Ustynyuk, L.Y. et al. Regioselectivity of acid-catalyzed cyclization of 1-(3,4-dialkylaryl)-3-chloropropan-1-ones to indanones. Comparison of experimental data and results of computer simulation. Russ Chem Bull 58, 929–935 (2009). https://doi.org/10.1007/s11172-009-0117-0
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DOI: https://doi.org/10.1007/s11172-009-0117-0