Interaction of 3-(2-pyridyl)-1,2,4-triazine-5-carbonitriles with 2-amino-4-aryloxazoles in the absence of water

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Recently we described the solvent-free interaction of 5-aryl-3-(2-pyridyl)-1,2,4-triazine-5-carbonitriles and 2-amino-4-aryloxazoles to form 4,5-diaryl-3-hydroxy-2,2'-bipyridine-6-carbonitriles. It turned out that under absolute (anhydrous) conditions this reaction resulted in the formation of two products, namely, the previously described 4,5-diaryl-3-hydroxy-2,2'-bipyridine-6-carbonitriles (yields up to 44%) and 4,5-diaryl-2,2'-bipyridine-6-carbonitriles (yields up to 32%).

作者简介

Aluru Rammohan

Ural Federal University

A. Krinochkin

Ural Federal University;I.Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences

D. Kopchuk

Ural Federal University;I.Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences

Ya. Shtaitz

Ural Federal University

E. Sharafieva

Ural Federal University;Ural State Medical University of the Ministry of Health of Russia

V. Gaviko

Ural Federal University;M.N. Mikheev lnstitute of Metal Physics of Ural Branch of Russian Academy of Science

G. Zyryanov

Ural Federal University;I.Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences

Email: gvzyryanov@gmail.com

O. Chupakhin

Ural Federal University;I.Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences

参考

  1. Prokhorov A.M., Kozhevnikov D.N. Chem. Heterocycl. Compd. 2012, 48, 1153-1176. doi: 10.1007/s10593-012-1117-9
  2. Pabst G.R., Pfüller O.C., Sauer J. Tetrahedron. 1999, 55, 8045-8064. doi: 10.1016/S0040-4020(99)00422-6
  3. Shi B., Lewis W., Campbell I.B., Moody Ch.J. Org. Lett. 2009, 11, 3686-3688. doi: 10.1021/ol901502u
  4. Rykowski A., Branowska D., Kielak J. Tetrahedron Lett. 2000, 41, 3657-3659. doi: 10.1016/S0040-4039(00)00436-6
  5. Gonsalves A.M.d'A.R., Pinho e Melo T.M.V.D., Gilchrist T.L. Tetrahedron. 1992, 48, 6821-6826. doi: 10.1016/S0040-4020(01)89873-2
  6. Kopchuk D.S., Nikonov I.L., Khasanov A.F., Giri K., Santra S., Kovalev I.S., Nosova E.V., Gundala S., Venkatapuram P., Zyryanov G.V., Majee A., Chupakhin O.N. Org. Biomol. Chem. 2018, 16, 5119-5135. doi: 10.1039/c8ob00847g
  7. Krinochkin A.P., Reddy G.M., Kopchuk D.S., Slepukhin P.A., Shtaitz Y.K., Khalymbadzha I.A., Kovalev I.S., Kim G.A., Ganebnykh I.N., Zyryanov G.V., Chupakhin O.N., Charushin V.N. Mendeleev Commun. 2021, 31, 542-544. doi: 10.1016/j.mencom.2021.07.035
  8. Раммохан А., Криночкин А.П., Копчук Д.С., Штайц Я.К., Ковалев И.С., Савчук М.И., Зырянов Г.В., Русинов В.Л., Чупахин О.Н. ЖОрХ. 2022, 58, 127-133.
  9. Rammohan A., Krinochkin A.P., Kopchuk D.S., Shtaitz Ya.K., Kovalev I.S., Savchuk M.I., Zyryanov G.V., Rusinov V.L., Chupakhin O.N. Russ. J. Org. Chem. 2022, 58, 175-179. doi: 10.1134/S1070428022020026
  10. Mongin F., Trécourt F., Gervais B., Mongin O., Quéguiner G. J. Org. Chem. 2002, 67, 3272-3276. doi: 10.1021/jo010913r
  11. Zhu W., Mei X., Fu P., Wang Y., Liu P. Пат. US 20190322638A1 (2019); C.A., 2018, 169, 16904.
  12. Murata T., Sakakibara S., Yoshino T., Ikegami Y., Masuda T., Shimada M., Shintani T., Shimazaki M., Lowinger T.B., Ziegelbauer K.B, Fuchikami K., Umeda M., Komura H., Yoshida N. Пат. WO2002044153A1 (2002); C.A., 2002, 137, 20298.
  13. Diring S., Retailleau P., Ziessel R. Synlett. 2007, 3027-3031. doi: 10.1055/s-2007-990965
  14. Diring S., Retailleau P., Ziessel R. J. Org. Chem. 2007, 72, 10181-10193. doi: 10.1021/jo7019866
  15. Sandleben A., Vogt N., Hörner G., Klein A. Organometallics 2018, 37, 3332-3341. doi: 10.1021/acs.organomet.8b00559.
  16. Sainz Y.F., Raw S.A., Taylor R.J.K. J. Org. Chem. 2005, 70, 10086-10095. doi: 10.1021/jo0518304.
  17. Kozhevnikov V.N. Kozhevnikov D.N., Nikitina T.V., Rusinov V.L., Chupakhin O.N., Zabel M., König B. J. Org. Chem. 2003, 68, 2882-2888. doi: 10.1021/jo0267955
  18. Turner W.W., Arnold L.D., Maag H., Zlotnick A. Пат. WO2015138895A1 (2015); C.A., 2015, 163, 442905.

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