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Synthesis of 7-(furan-2-yl)-7,8,10,10a-tetrahydro-6H-benzo[c]-chromen-6,9(6aH)-diones

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Abstract

Methods of synthesis were developed for 7-(furan-2-yl)-substituted 7,8,10,10a-tetrahydrobenzo[c] chromen-6,9-diones by regioselective [4+2]-cycloaddition of coumarin-3-carboxylic acids to 2-(3-trimethylsiloxybuta- 1,3-dien-1-yl)furans. The [4+2]-cycloaddition was efficiently catalyzed with L-proline.

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Authors and Affiliations

  1. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, 630090, Russia

    E. E. Shults, S. P. Bondarenko, M. M. Shakirov, I. Yu. Bagryanskaya & G. A. Tolstikov

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  1. E. E. Shults
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  2. S. P. Bondarenko
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  3. M. M. Shakirov
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  4. I. Yu. Bagryanskaya
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  5. G. A. Tolstikov
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Correspondence to E. E. Shults.

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Original Russian Text © E.E. Shults, S.P. Bondarenko, M.M. Shakirov, I.Yu. Bagryanskaya, G.A. Tolstikov, 2010, published in Zhurnal Organicheskoi Khimii, 2010, vol. 46, No. 11, pp. 1701–1709.

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Shults, E.E., Bondarenko, S.P., Shakirov, M.M. et al. Synthesis of 7-(furan-2-yl)-7,8,10,10a-tetrahydro-6H-benzo[c]-chromen-6,9(6aH)-diones. Russ J Org Chem 46, 1709–1718 (2010). https://doi.org/10.1134/S1070428010110187

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  • DOI: https://doi.org/10.1134/S1070428010110187

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