- PII
- S30346304S0514749225020128-1
- DOI
- 10.7868/S3034630425020128
- Publication type
- Status
- Published
- Authors
- Volume/ Edition
- Volume 61 / Issue number 2
- Pages
- 208-214
- Abstract
- A novel solventless modification of the Willgerodt reaction is proposed. It employs elemental sulfur and ammonium salts as safe and convenient surrogates of ammonia on a solid carrier. The reaction involving combination of ammonium carbonate and aluminum oxide results in the amides of aryl acetic acids with yields from 48 to 85%.
- Keywords
- реакция Вильгеродта арилметилкетоны амиды арилуксусных кислот элементарная сера соли аммония металл-органические каркасные полимеры
- Date of publication
- 16.09.2024
- Year of publication
- 2024
- Number of purchasers
- 0
- Views
- 19
References
- 1. Yang L., Zhang M., Liu Q., Wei K., Chen Z., Xu W., J. Saudi Chem. Soc., 2021, 25, 101389. doi 10.1016/j.jscs.2021.101389
- 2. Vujjini S.K., Datla V.R.K.R., Badarla K.R., Vetukuri V.N.K.V.P.R., Bandichhor R., Kagga M., Cherukupally P., Tetrahedron Lett., 2014, 55, 3885-3887. doi 10.1016/j.tetlet.2014.03.106
- 3. Du S., Lu H., Yang D., Li H., Gu X., Wan C., Jia C., Wang M., Li X., Qiu Z., Molecules, 2015, 20, 4071-4087. doi 10.3390/molecules20034071
- 4. Du X.-J., Bian Q., Wang H.-X., Yu S.-J., Kou J.-J., Wang Z.-P., Li Z.-M., Zhao G., Org. Biomol. Chem., 2014, 12, 5427-5434. doi 10.1039/c4ob00744a
- 5. Willgerodt C. Ber. Dtsch. Chem. Ges., 1887, 20, 2467-2470. doi 10.1002/cber.18870200278
- 6. Carmack M., Spielman M.A. Org. react., 1946, 3, 83-107. doi 10.1002/0471264180.or003.02
- 7. Sato R. Ammonium Sulfide. In: Encyclopedia of Reagents for Organic Synthesis, New York: Wiley, 2001. doi 10.1002/047084289X.ra097
- 8. DeTar D.F., Carmack M. J. Am. Chem. Soc., 1946, 68, 2025-2029. doi 10.1021/ja01214a047
- 9. Naidu P.P., Raghunadh A., Rao K.R., Mekala R., Babu J.M., Rao B.R., Siddaiah V., Pal M. Synth.Commun. 2014, 44, 1475-1482. doi 10.1080/00397911.2013.862551
- 10. Urbiña-Alvarez J., Rincón-Carvajal S., Gamba-Sánchez D. Org Biomol Chem., 2023, 21, 7036-7051. doi 10.1039/D3OB01202F
- 11. Han W., Chen Y.-L., Tang X., Zhou J., Ma M., Shen Z.-L., Chu X.-Q. Green Chem., 2023, 25, 9672-9679. doi 10.1039/D3GC03717G
- 12. Chaurasia S.R., Bhanage B.M. Mol. Catal., 2020, 492, 110998. doi 10.1016/j.mcat.2020.110998
- 13. Sokolov A.V., Kvetkin E.A. New J. Chem., 2024, 48, 12444. doi 10.1039/D4NJ01335B
- 14. Rezaei M., Amani K., Darvishi K. Catal.Commun., 2017, 91, 38-42. doi 10.1016/j.catcom.2016.12.004
- 15. Deng L., Chen L., Zhu L., Li Y., Ou-Yang J., Wu S., Chen P., Shen S., Guo J., Zhou Y., Au C.-T., Yin S.-F. Chem. Eng. Sci., 2022, 261, 117960. doi 10.1016/j.ces.2022.117960
- 16. Priebbenow D.L., Bolm C. Chem. Soc. Rev., 2013, 42, 7870-7880. doi 10.1039/c3cs60154d
- 17. Пономарёва Т.Н., Елисеенков Е.В., Петров А.А., Боярский В.П. ЖОрХ. 2020, 56, 726-734.
- 18. Ponomareva T.N., Eliseenkov E.V., Petrov A.A., Boyarskii V.P.Russ. J. Org. Chem., 2020, 56, 781-787. doi 10.1134/S1070428020050097
- 19. Radfar I., Abbasi S., Miraki M.K., Yazdani E., Karimi M., Heydari A. Chem. Select, 2018, 3, 3265-3267. doi 10.1002/slct.201702906
- 20. Rekunge D.S., Khatri C.K., Chaturbhuj G.U. Monatshefte Für Chem. - Chem. Mon., 2017, 148, 2091-2095. doi 10.1007/s00706-017-2013-x
- 21. Lundstedt T., Thorén P., Carlson R., Norin T., Mörch L. Acta Chem. Scand., 1984, 38b, 717-719. doi 10.3891/acta.chem.scand.38b-0717
- 22. Bader H., Allen R.H., McCarty F.J. J. Org. Chem., 1966, 31, 2319-2391. doi 10.1021/jo01345a056
- 23. Yi Z., Huang M., Wan Y., Zhu X. Synthesis, 2018, 50, 3911-3920. doi 10.1055/s-0037-1609578
- 24. Veisi H., Maleki B., Hamelian M., Ashrafi S.S. RSC Adv., 2015, 5, 6365-6371. doi 10.1039/c4ra09864a
- 25. Wenner W. J. Org. Chem., 1950, 15, 548-551. doi 10.1021/jo01149a016
- 26. Carney R.W.J., De Stevens G. Пат. DE 1913743 A1 (1969). ФРГ.
- 27. Miwatashi S., Arikawa Y., Naruo K., Igaki K., Watanabe Y., Kimura H., Kawamoto T., Ohkawa S. Chem. Pharm. Bull., 2005, 53, 410-418. doi 10.1248/cpb.53.410
- 28. Ohmura R., Takahata M., Togo H. Tetrahedron Lett., 2010, 51, 4378-4381. doi 10.1016/j.tetlet.2010.06.05
