A summary of the most recent applications of malonyl peroxides as reagents in organic synthesis is discussed. The microreview covers the latest selected examples on the usage of malonyl peroxides: dioxygenation and oxyamination of alkenes; oxidative C–O coupling with arenes, enol ethers, 1,3-dicarbonyl and N-heterocyclic compounds; sulfoxide synthesis.
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References
Adam, W.; Rucktaeschel, R. J. Am. Chem. Soc. 1971, 93, 557.
Adam, W.; Rucktaeschel, R. J. Org. Chem. 1978, 43, 3886.
Adam, W.; Cadiz, C.; Mazenod, F. Tetrahedron Lett. 1981, 22, 1203.
Zhao, R.; Chang, D.; Shi, L. Synthesis 2017, 3357.
Terent'ev, A.O; Vil', V. A; Nikishin, G. I; Adam, W. Synlett 2015, 802.
Bityukov, O. V.; Vil’, V. A.; Lukashin, N. V.; Cherednichenko, A. G.; Nikishin, G. I.; Terent'ev, A. O. Mendeleev Commun. 2019, 29, 55.
Bityukov, O. V.; Vil', V. A.; Merkulova, V. M.; Nikishin, G. I.; Terent'ev, A. O. Pure Appl. Chem. 2018, 90, 7.
Vil', V. A.; Gorlov, E. S.; Bityukov, O. V.; Krylov, I. B.; Nikishin, G. I.; Pivnitsky, K. K.; Terent'ev, A. O. Mendeleev Commun. 2019, 29, 132.
(a) Griffith, J. C.; Jones, K. M.; Picon, S.; Rawling, M. J.; Kariuki, B. M.; Campbell, M.; Tomkinson, N. C. O. J. Am. Chem. Soc. 2010, 132, 14409. (b) Picon, S.; Rawling, M.; Campbell, M.; Tomkinson, N. C. O. Org. Lett. 2012, 14, 6250. (c) Jones, K. M.; Tomkinson, N. C. O. J. Org. Chem. 2012, 77, 921.
Alamillo-Ferrer, C.; Karabourniotis-Sotti, M.; Kennedy, A. R.; Campbell, M.; Tomkinson, N. C. O. Org. Lett. 2016, 18, 3102.
Alamillo-Ferrer, C.; Curle, J. M.; Davidson, S. C.; Lucas, S. C. C.; Atkinson, S. J.; Campbell, M.; Kennedy, A. R.; Tomkinson, N. C. O. J. Org. Chem. 2018, 83, 6728.
Dragan, A.; Kubczyk, T. M.; Rowley, J. H.; Sproules, S.; Tomkinson, N. C. O. Org. Lett. 2015, 17, 2618.
Pilevar, A.; Hosseini, A.; Sekutor, M.; Hausmann, H.; Becker, J.; Turke, K.; Schreiner, P. R. J. Org. Chem. 2018, 83, 10070.
Pilevar, A.; Hosseini, A.; Becker, J.; Schreiner, P. R. J. Org. Chem. 2019, 84, 12377.
Terent’ev, A. O.; Vil’, V. A.; Gorlov, E. S.; Nikishin, G. I.; Pivnitsky, K. K.; Adam, W. J. Org. Chem. 2016, 81, 810.
Terent'ev, A. O.; Vil’, V. A.; Gorlov, E. S.; Rusina, O. N.; Korlyukov, A. A.; Nikishin, G. I.; Adam, W. ChemistrySelect 2017, 2, 3334.
Vil’, V. A.; Gorlov, E. S.; Bityukov, O. V.; Barsegyan, Y. A.; Romanova, Y. E.; Merkulova, V. M.; Terent'ev, A. O. Adv. Synth. Catal. 2019, 361, 3173.
Gan, S.; Yin, J.; Yao, Y.; Liu, Y.; Chang, D.; Zhu, D.; Shi, L. Org. Biomol. Chem. 2017, 15, 2647.
This work was supported by the Russian Foundation for Basic Research (grant 18-33-00651).
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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2019, 55(11), 1035–1037
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Barsegyan, Y.A., Vil’, V.A. Malonyl peroxides in organic synthesis (microreview). Chem Heterocycl Comp 55, 1035–1037 (2019). https://doi.org/10.1007/s10593-019-02572-9
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DOI: https://doi.org/10.1007/s10593-019-02572-9