A facile and convenient synthesis of di(n-butyl)carbonate-(carbonyl-13C)

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Resumo

Reaction of silver-13C carbonate, obtained from readily available barium-13C carbonate, with 1-iodobutane resulted in formation of di( n -butyl)carbonate-( carbonyl -13C) isolated in high yield via simple and convenient laboratory procedure.

Sobre autores

D. Trukhin

N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences

Email: trukhin@nioch.nsc.ru

O. Rogozhnikova

N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences

O. Salnikova

N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences

V. Tormyshev

N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences

Bibliografia

  1. Mathieu J., Weill-Raynal J. Formation of C-C Bonds. Stuttgart: Thieme. 1973, 1.
  2. Stowell J.C. Carbanions in Organic Synthesis. New York: Wiley and sons. 1979, 5, 6. doi: 10.1016/S0022-328X(00)85925-2
  3. Radinov R., Haimova M., Simova E. Synthesis. 1986, 1986, 886-891. doi: 10.1055/s-1986-31817
  4. Chen G.J., Chen L.S. J. Fluorine Chem. 1991, 55, 119-129. doi: 10.1016/S0022-1139(00)80113-X
  5. Colle T.H., Lewis E.S. J. Am. Chem. Soc. 1979, 101, 1810-1814. doi: 10.1021/ja00501a03
  6. Rogozhnikova O.Yu., Vasiliev V.G., Troitskaya T.I., Trukhin D.V., Mikhalina T.V., Halpern H.J., Tormyshev V.M. Eur. J. Org. Chem. 2013, 2013, 3347-3345. doi: 10.1002/ejoc.201300176
  7. Schulz K.-H., Heine H.-G., Hartmann W. Org. Synth., Coll. Vol. 1990, 7, 149-154. doi: 10.15227/orgsyn.062.0149
  8. Ito Y., Sasaki A., Tamoto K., Sunagawa M., Terashima, S. Tetrahedron. 1991, 47, 2801-2820. doi: 10.1016/S0040-4020(01)87086-1
  9. Gage J.R., Evans D.A. Org. Synth., Coll. Vol. 1993, 8, 528. doi: 10.15227/orgsyn.068.0083
  10. Chubarov A., Spitsyna A., Krumkacheva O., Mitin D., Suvorov D., Tormyshev V., Fedin M., Bowman M.K., Bagryanskaya E. Molecules. 2021, 26, 108. doi: 10.3390/molecules26010108
  11. Joseph B., Ketter S., Gopinath A., Rogozhnikova O., Trukhin D., Tormyshev V.M., Bagryanskaya E.G. Chem. Eur. J. 2021, 27, 2299-2304. doi: 10.1002/chem.202004606
  12. Рогожникова О.Ю., Трухин Д.В., Асанбаева Н.Б., Тормышев В.М. ЖОрХ. 2021, 57, 820-831.
  13. Rogozhnikova O.Yu., Trukhin D.V., Asanbaeva N.B., Tormyshev V.M. Russ. J. Org. Chem. 2021, 57, 905-913. doi: 10.1134/S107042802106004X
  14. Tormyshev V., Chubarov A., Krumkacheva O., Trukhin D., Rogozhnikova O., Spitsyna A., Kuzhelev A., Koval V., Fedin M., Godovikova T., Bowman M., Bagryanskaya E.G. Chem. Eur. J. 2020, 26, 2705-2712. doi: 10.1002/chem.201904587
  15. Poncelet M., Driesschaert B. Angew. Chem. Int. Ed. 2020, 59, 16451-16454. doi: 10.1002/anie.202006591
  16. Porter W.R., Spitznagle L.A., Trager W.F. J. Labelled Comp. Radiopharm. 1976. XII, 577-582. doi: 10.1002/jlcr.2580120415
  17. Rodríguez A., Canosa J., Domínguez A., Tojo J. J. Chem. Eng. Data. 2002, 47, 1098-1102. doi: 10.1021/je010260b
  18. Kozlova S.A., Emel'yanenko V.N., Georgieva M., Verevkin S.P., Chernyak Y., Schäffner B., Börner A. J. Chem. Thermodyn. 2008, 40, 1136-1140. doi: 10.1016/j.jct.2008.02.012
  19. Rogozhnikova O.Yu., Vasiliev V.G., Troitskaya T.I., Trukhin D.V., Mikhalina T.V., Halpern H.J., Tormyshev V.M. Eur. J. Org. Chem. 2013, 2013, 3347-3345. doi: 10.1002/ejoc.201300176
  20. Tormyshev V.M., Gauhman A.P. Izv. Sib. Otd. Akad. Nauk SSSR. Ser. Khim. Nauk. 1976, 4, 111-116.

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