This graphical review provides a concise overview of the synthesis and uses of 4-carboxylato-1,2,3triazine
1-oxides in diverse syntheses, especially of heterocyclic compounds. Prepared in high
yields from reactions between vinyldiazoacetates and tert-butyl nitrite, these triazines
undergo nucleophilic substitution reactions, generally at the 6-position with the
loss of dinitrogen or nitrous oxide, to form diverse products. Deoxygenation to 1,2,3-triazines,
inverse electron demand Diels-Alder reactions, borohydride induced 1,4-hydrogen addition,
and syntheses of new diazo compounds are among the new processes that have been uncovered.
This review serves as an indicator for future applications.
