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Condensation of diethyl 2,4,6-Trioxoheptanedioate with 2-(Aryliminomethyl)phenols. A new synthesis of chromeno[4,3-b]pyridines

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Abstract

Condensation of diethyl 2,4,6-trioxoheptanedioate with 4-methoxy-2-(4-methylphenyliminomethyl)-phenol in acetone gave diethyl 5-hydroxy-9-methoxy-1-(4-methylphenyl)-4-oxo-1,4a,5,10b-tetrahydro-4Hchromeno[ 4,3-b]pyridine-2,5-dicarboxylate as a mixture of diastereoisomers. The major (4aR,5R,10aR)-isomer was isolated as individual substance, and its structure was proved by X-ray analysis.

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Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan, 420088, Tatarstan, Russia

    V. A. Mamedov, A. M. Murtazina, L. P. Sysoeva, E. V. Mironova, Sh. K. Latypov, A. A. Balandina, S. F. Kadyrova, A. T. Gubaidullin & I. A. Litvinov

Authors
  1. V. A. Mamedov
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  2. A. M. Murtazina
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  3. L. P. Sysoeva
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  4. E. V. Mironova
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  5. Sh. K. Latypov
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  6. A. A. Balandina
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  7. S. F. Kadyrova
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  8. A. T. Gubaidullin
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  9. I. A. Litvinov
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Correspondence to V. A. Mamedov.

Additional information

Original Russian Text © V.A. Mamedov, A.M. Murtazina, L.P. Sysoeva, E.V. Mironova, Sh.K. Latypov, A.A. Balandina, S.F. Kadyrova, A.T. Gubaidullin, I.A. Litvinov, 2008, published in Zhurnal Organicheskoi Khimii, 2008, Vol. 44, No. 6, pp. 923–927.

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Mamedov, V.A., Murtazina, A.M., Sysoeva, L.P. et al. Condensation of diethyl 2,4,6-Trioxoheptanedioate with 2-(Aryliminomethyl)phenols. A new synthesis of chromeno[4,3-b]pyridines. Russ J Org Chem 44, 916–920 (2008). https://doi.org/10.1134/S1070428008060225

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  • DOI: https://doi.org/10.1134/S1070428008060225

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