Three-component synthesis of new C3-substituted 5,6-dihydropyrrolo[2,1-a]isoquinolines

Мұқаба

Дәйексөз келтіру

Толық мәтін

Ашық рұқсат Ашық рұқсат
Рұқсат жабық Рұқсат берілді
Рұқсат жабық Тек жазылушылар үшін

Аннотация

New C3-substituted 5,6-dihydropyrrolo[2,1- a ]isoquinolines were obtained by a three-component domino reaction of 1-aroyl-3,4-dihydroisoquinolines, dimethylacetylenedicarboxylate, and CH-acids. The transformations proceed under microwave irradiation at 130°C in dry acetonitrile.

Авторлар туралы

A. Miftyakhova

Peoples’ Friendship University of Russia (RUDN University)

Email: almira244@gmail.com

M. Sidakov

Peoples’ Friendship University of Russia (RUDN University)

T. Borisova

Peoples’ Friendship University of Russia (RUDN University)

A. Fakhrutdinov

N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

A. Titov

Peoples’ Friendship University of Russia (RUDN University)

E. Sorokina

Peoples’ Friendship University of Russia (RUDN University)

A. Varlamov

Peoples’ Friendship University of Russia (RUDN University)

Әдебиет тізімі

  1. Xiang L., Xing D., Wang W., Wang R., Ding Y., Du L. Phytochemistry. 2005, 66, 2595-2601. doi: 10.1016/j.phytochem.2005.08.011
  2. Ballot C., Martoriati A., Jendoubi M., Buche S., Formstecher P., Mortier L., Kluza J., Marchetti P. Mar. Drugs. 2014, 12, 779-798. doi: 10.3390/md12020779
  3. Reyes-Gutiérrez P.E., Camacho J.R., Ramírez--Apan M.T., Osornio Y.M., Martínez R. Org. Biomol. Chem. 2010, 8, 4374-4382. doi: 10.1039/C004399K
  4. Fukuda T., Ishibashi F., Iwao M. Chem. Biol. 2020, 83, 1-112. doi: 10.1016/bs.alkal.2019.10.001
  5. Nevskaya A.A., Anikina L.V., Purgatorio R., Catto M., Nicolotti O., de Candia M., Pisani L., Borisova T.N., Miftyakhova A.R., Varlamov A.V., Nevskaya E.Y., Borisov R.S., Voskressensky L.G., Altomare C.D. Molecules. 2021, 26, 359. doi: 10.3390/molecules26020359
  6. Tangdenpaisal K., Worayuthakarn R., Karnkla S., Ploypradith P., Intachote P., Sengsai S., Saimanee B., Ruchirawat S., Chittchang M. Chem. Asian J. 2015, 10, 925-937. doi: 10.1002/asia.201403361
  7. Reddy M.V.R., Rao M.R., Rhodes D., Hansen M.S.T., Rubins K., Bushman F.D., Venkateswarlu Y., Faulkner D.J. J. Med. Chem. 1999, 42, 1901-1907. doi: 10.1021/jm9806650
  8. Su B., Cai C., Deng M., Liang D., Wang L., Wang Q. Bioorg. Med. Chem. Lett. 2014, 24, 2881-2884. doi: 10.1016/j.bmcl.2014.04.101
  9. Fukuda T., Ishibashi F., Iwao M. Heterocycles. 2011, 83, 491. doi: 10.3987/REV-10-686
  10. Maryanoff B.E., Vaught J.L., Shank R.P., McComsey D.F., Costanzo M.J., Nortey S.O. J. Med. Chem. 1990, 33, 2793-2797. doi: 10.1021/jm00172a018
  11. Shang Z.H., Zhang X.J., Li Y.M., Wu R.X., Zhang H.R., Qin L.Y., Ni X., Yan Y., Wu A.X., Zhu Y.P. J. Org. Chem. 2021, 86, 15733-15742. doi: 10.1021/acs.joc.1c01682
  12. Yue Y., Sun Y., Zhao S., Yan X., Li R., Shi Y., Zhuo K., Liu J. Chem. Asian J. 2016, 11, 3339-3344. doi: 10.1002/asia.201601233
  13. Alizadeh A., Rostampoor A. ChemistrySelect. 2021, 6, 12960-12964. doi: 10.1002/slct.202103675
  14. Tao L., Xu Z., Han J., Deng H., Shao M., Chen J., Zhang H., Cao W. Synthesis. 2016, 48, 4228-4236. doi: 10.1055/s-0035-1562624
  15. Wu F.S., Zhao H.Y., Xu Y.L., Hu K., Pan Y.M., Ma X.L., J. Org. Chem. 2017, 82, 4289-4296. doi: 10.1021/acs.joc.7b00280
  16. Ghosh A., Kolle S., Barak D.S., Kant R., Batra S. ACS Omega. 2019, 24, 20854-20867. doi: 10.1021/acsomega.9b03546
  17. Dumitrascu F., Georgescu E., Georgescu F., Popa M.M., Dumitrescu D. Molecules. 2013, 18, 2635-2645. doi: 10.3390/molecules18032635
  18. Zhou W., Liu H., Guo Y., Gu Y., Han J., Chen J., Deng H., Shao M., Zhang H., Cao W. J. Fluor. Chem. 2019, 222, 51-58. doi: 10.1016/j.jfluchem.2019.04.015
  19. Tang E., Mao D., Sun Q., Liao M., Li Y., Liu S. Heterocycles. 2019, 98, 1563-1573. doi: 10.3987/COM-19-14162
  20. Wang W., Sun J., Hu H., Liu Y. Org. Biomol. Chem. 2018, 16, 1651-1658. doi: 10.1039/C7OB03048G
  21. Miftyakhova A.R., Borisova T.N., Titov A.A., Sidakov M.B., Novikov R.A., Efimov I.V., Varlamov A.V., Voskressensky L.G. Chem. Biodivers. 2022, 19, e202100584. doi: 10.1002/cbdv.202100584
  22. Miftyakhova A.R., Sidakov M.B., Borisova T.N., Ilyushenkova V.V., Fakhrutdinov A.N., Sorokina E.A., Varlamov A.V., Voskressensky L.G. Tetrahedron Lett. 2022, 103, 153991. doi: 10.1016/j.tetlet.2022.153991
  23. Voskressensky L.G., Borisova T.N., Matveeva M.D., Khrustalev V.N., Titov A.A., Aksenov A.V., Dyachenko S.V., Varlamov A.V. Tetrahedron Lett. 2017, 58, 877-879. doi: 10.1016/j.tetlet.2017.01.061
  24. Matveeva M., Golovanov A., Borisova T., Titov A., Varlamov A., Shaabani A., Obydennik A., Voskressensky L. Mol. Catal. 2018, 461, 67-72. doi: 10.1016/j.mcat.2018.09.020

Қосымша файлдар

Қосымша файлдар
Әрекет
1. JATS XML
Жүктеу

© Russian Academy of Sciences, 2023