Microwave activation in [FeCl3·6H2O–TfOH] - catalysed reaction of binor-s with organic nitriles

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Abstract

An efficient catalytic system, consisting of 20 mol % of FeCl3·6H2O and 20 mol % of trifluoromethanesulfonic acid, for amidation of binor-S in a solution of toluene using organic nitriles under microwave synthesis was developed. Typically the reaction proceeds at 100°C in 15 min.

About the authors

K. S. Frolova

Institute of Petrochemistry and Catalysis, Ufa Federal Researcher Centre of the Russian Academy of Sciences

Email: ksfrolova2022@gmail.com

T. P. Zosim

Institute of Petrochemistry and Catalysis, Ufa Federal Researcher Centre of the Russian Academy of Sciences

A. V. Akhmerova

Institute of Petrochemistry and Catalysis, Ufa Federal Researcher Centre of the Russian Academy of Sciences

I. R. Ramazanov

Institute of Petrochemistry and Catalysis, Ufa Federal Researcher Centre of the Russian Academy of Sciences

References

  1. Baum J.C., Milne J.E., Murry J.A., Thiel O.R. J. Org. Chem. 2009, 74, 2207-2209. doi: 10.1080/00397911.2019.1708946
  2. Sasaki T., Eguchi S., Ishii T. J. Org. Chem. 1970, 35, 2257-2263. doi: 10.1021/jo00832a034
  3. Norell J.R. J. Org. Chem. 1970, 35, 1611-1618. doi: 10.1021/jo00830a076
  4. Reddy K.L. Tetrahedron Lett. 2003, 44, 1453-1455. doi: 10.1016/s0040-4039(03)00006-6
  5. Mukhopadhyay M., Reddy M.M., Maikap G.C., Iqbal J. J. Org. Chem. 1995, 60, 2670-2676. doi: 10.1021/jo00114a013
  6. Zhu N., Wang T., Ge L., Li Y. Org. Lett. 2017, 19, 4718-4721. doi: 10.1021/acs.orglett.7b01969
  7. Yasuda K., Obora Y. J. Organomet. Chem. 2015, 775, 33-38. doi: 10.1016/j.jorganchem.2014.10.017
  8. Feng C., Yan G., Yin J. Synlett. 2018, 29, 2257-2264. doi: 10.1055/s-0037-1610658
  9. Huang H., Ji X., Xiao F., Deng G.-J. RSC Adv. 2015, 5, 26335-26338. doi: 10.1039/C5RA01541C
  10. Vankar Y.D., Kumaravel G.R. Synth. Commun. 1989, 19, 2181-2198. doi: 10.1080/00397918908052614
  11. Kutateladze T.G., Mironova A.A., Mochalov S.S., Shabarov Yu.S. Zh. Org. Khim. 1990, 26, 1908-1914; C.A. 1991, 115, 449007.
  12. Khusnutdinov R.I., Egorova T.M., Khalilov L.M., Meshcheriakova E.S., Dzhemilev U.M. Synthesis. 2018, 50, 1555-1559. doi: 10.1055/s-0036-1591881
  13. Khusnutdinov R.I., Egorova T.M., Aminov R.I., Mayakova Y.Y., Mescheryakova E.S. Synth. Commun. 2020, 50, 564-570. doi: 10.1080/00397911.2019.1708946
  14. Khusnutdinov R.I., Egorova T.M., Aminov R.I., Mescheryakova E.S., Khalilov L.M. Mendeleev Commun. 2020, 30, 369-371.
  15. Priecel P. and Lopez-Sanchez J.A. ACS Sustain. Chem. Eng. 2018, 7, 3-21. doi: 10.1021/acssuschemeng.8b03286
  16. Gustafsson T. Acta Crystallogr., Sect. C. 1988, 44, 229-232. doi: 10.1107/S0108270187009922
  17. Schrauzer G.N., Bastian B.N., Fosselius G.A. J. Am. Chem. Soc. 1966, 88, 4890-4894. doi: 10.1021/ja00973a024

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