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Study of plant coumarins: X. Peurutenicin triflate in cross-coupling reactions

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Abstract

By Suzuki cross-coupling reaction of peurutenicin triflate with arylboric, furanylboric, pyridinylboric, and indolylboric acids the corresponding 7-aryl(hetaryl)coumarins were synthesized. The high activity of hetaryl-substituted boric acids in the Suzuki reaction was observed. Heck reaction of 7-O-trifluoromethylsulfonylpeur utenicin with terminal olefins (styrene, vinylpyridines, vinylpyrazine, vinyltriazole) was used to prepare (E)-7-[aryl(hetaryl)vinyl]coumarins. The dependence of reaction products yield on the nature of the catalytic system was found.

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Authors and Affiliations

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

    E. A. Makhneva, A. V. Lipeeva, E. E. Shults, M. M. Shakirov & G. A. Tolstikov

  2. Novosibirsk State University, Novosibirsk, Russia

    E. A. Makhneva

Authors
  1. E. A. Makhneva
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  2. A. V. Lipeeva
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  3. E. E. Shults
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  4. M. M. Shakirov
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  5. G. A. Tolstikov
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Correspondence to E. A. Makhneva.

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Original Russian Text © E.A. Makhneva, A.V. Lipeeva, E.E. Shults, M.M. Shakirov, G.A. Tolstikov, 2012, published in Zhurnal Organicheskoi Khimii, 2012, Vol. 48, No. 8, pp. 1097–1105.

For Communication IX, see [1]

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Makhneva, E.A., Lipeeva, A.V., Shults, E.E. et al. Study of plant coumarins: X. Peurutenicin triflate in cross-coupling reactions. Russ J Org Chem 48, 1094–1102 (2012). https://doi.org/10.1134/S1070428012080106

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  • DOI: https://doi.org/10.1134/S1070428012080106

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