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Synthesis of 1,2,3-triazines

Recent Literature


Readily accessible (Z)-4-aryl-2,4-diazido-2-alkenoates can efficiently be converted to 6-aryl-1,2,3-triazine-4-carboxylate esters under mildly basic conditions without the assistance of any transition metals or strong acid.
H. Sugimura, R. Takeuichi, S. Ichikawa, E. Nagayama, I. Sasaki, Org. Lett., 2018, 20, 3434-3437.


A concerted SNAr reaction of 5-bromo-1,2,3-triazines provides 5-aryloxy-1,2,3-triazines via a nonclassic mechanism. 5-aryloxy-1,2,3-triazines could be used as convenient precursors to access biologically important 3-aryloxy-pyridines in one-pot manner.
H. Luo, Y. Li, Y. Zhang, Q. Lu, Q. An, M. Xu, S. Li, J. Li, B. Li, J. Org. Chem., 2022, 87, 2590-2600.


1,2,3-Triazine 1-oxides are formed by addition of tert-butyl nitrite to the vinylogous position of vinyl diazo compounds. This formal [5 + 1] cycloaddition occurs under mild conditions with high functional group tolerance and regioselectivity, and can be employed for late-stage functionalization. Upon heating in refluxing chlorobenzene, an extrusion of N2 provides isoxazoles in very high yields.
L. De Angelis, H. Zheng, M. T. Perz, H. Arman, M. P. Doyle, Org. Lett., 2021, 23, 6542-6546.