The first example of the Fischer–Hepp type rearrangement in pyrimidines

Scholarly Works

• Sureshbabu, P.; Chaudhary, P.; Bodapati, R. N-Nitrosamide chemistry: Synthesis and applications in organic transformations. Tetrahedron Letters 2024, 145, 155154. doi:10.1016/j.tetlet.2024.155154
• Gómez, L. C.; Lorente-Macias, A.; Pineda de las Infantas y Villatoro, M. J.; Garzón-Ruiz, A.; Diaz-Mochon, J. J. Symmetric 4,6-dialkyl/arylamino-5-nitropyrimidines: theoretical explanation of why aminolysis of alkoxy groups is favoured over chlorine aminolysis in nitro-activated pyrimidines. New Journal of Chemistry 2023, 47, 19138–19145. doi:10.1039/d3nj03495j
• Ponting, D. J.; Foster, R. S. Drawing a Line: Where Might the Cohort of Concern End?. Organic Process Research & Development 2023, 27, 1703–1713. doi:10.1021/acs.oprd.3c00008
• Kandasamy, J.; Kanaujiya, V. K.; Tiwari, V.; Baranwal, S.; Srivastava, V. Denitrosation of Aryl-N-nitrosamines by a Transnitrosation Strategy Using Ethanethiol and p-Toluenesulfonic Acid under Mild Reaction Conditions. Synlett 2022, 34, 970–974. doi:10.1055/a-1996-2853
• Cao, T.; Martini, M. L.; Park, K.-S.; Kaniskan, H. Ü.; Jin, J. Comprehensive Heterocyclic Chemistry IV - Pyrimidines and Their Benzo Derivatives. Comprehensive Heterocyclic Chemistry IV; Elsevier, 2022; pp 86–228. doi:10.1016/b978-0-12-818655-8.00041-x
• Chaudhary, P.; Kandasamy, J.; Macabeo, A. P. G.; Tamargo, R. J. I.; Lee, Y. R. Recent Advances and Strategies for the Transition-Metal-Catalyzed C−H Functionalization of N-Nitrosoanilines. Advanced Synthesis & Catalysis 2021, 363, 2037–2060. doi:10.1002/adsc.202001613
• De, S. K. doi:10.1002/9783527828166.ch1
• Zhang, Y.; Chi, G.; He, Y.; Xu, Z.; Zhang, L.; Luo, J.; Zhou, B. In situ generated amine as a Lewis base catalyst in the reaction of 3,7‐dinitro‐1,3,5,7‐tetraazabicyclo[3.3.1]nonane in nitric acid: Experimental and DFT study. Journal of Physical Organic Chemistry 2019, 32. doi:10.1002/poc.3958
• Zhang, Y.; Xu, Z.; Zhang, L.; He, Y.; Luo, J. Kinetic and experimental study on the reaction of 3,7-dinitro-1,3,5,7-tetraazabicyclo[3.3.1]nonane in nitric acid. Reaction Chemistry & Engineering 2019, 4, 610–617. doi:10.1039/c8re00299a
• Zhang, Y.; Zou, P.; Han, Y.; Geng, Y.; Luo, J.; Zhou, B. A combined experimental and DFT mechanistic study for the unexpected nitrosolysis of N-hydroxymethyldialkylamines in fuming nitric acid. RSC advances 2018, 8, 19310–19316. doi:10.1039/c8ra03268h
• Sousa, C.; Sampaio-Dias, I. E.; García-Mera, X.; Lima, C. F. R. A. C.; Rodríguez-Borges, J. E. On the scope of oxidation of tertiary amines: Meisenheimer rearrangements versus Cope elimination in 2-(cyanoethyl)-2-azanorbornanes. Organic Chemistry Frontiers 2016, 3, 1624–1634. doi:10.1039/c6qo00330c
• Chaudhary, P.; Gupta, S.; Muniyappan, N.; Sabiah, S.; Kandasamy, J. An efficient synthesis of N-nitrosamines under solvent, metal and acid free conditions using tert-butyl nitrite. Green Chemistry 2016, 18, 2323–2330. doi:10.1039/c5gc02880a
• Snape, T. J. Arene Chemistry; Wiley, 2015; pp 485–510. doi:10.1002/9781118754887.ch18
• Rinderspacher, K. A. Six-Membered Ring Systems. Progress in Heterocyclic Chemistry; Elsevier, 2014; pp 395–447. doi:10.1016/b978-0-08-100017-5.00013-3
• Tang, C.; Li, Z.; Wang, Q.-r. IBD-mediated oxidative cyclization of pyrimidinylhydrazones and concurrent Dimroth rearrangement: Synthesis of [1,2,4]triazolo[1,5-c]pyrimidine derivatives. Beilstein journal of organic chemistry 2013, 9, 2629–2634. doi:10.3762/bjoc.9.298
• Rinderspacher, A. Chapter 5.2 - Six-Membered Ring Systems: Diazines and Benzo Derivatives. Progress in Heterocyclic Chemistry 2013, 25, 357–390. doi:10.1016/b978-0-08-099406-2.00014-5

Explore citations to this article at