New Trends in Diaziridine Formation and Transformation (a Review)

Abstract

This review focuses on diaziridine, a high strained three-membered heterocycle with two nitrogen atoms that plays an important role as one of the most important precursors of diazirine photoaffinity probes, as well as their formation and transformation. Recent research trends can be grouped into three categories, based on whether they have examined non-substituted, N-monosubstituted, or N,N-disubstituted diaziridines. The discussion expands on the conventional methods for recent applications, the current spread of studies, and the unconventional synthesis approaches arising over the last decade of publications.

Enthalpy of formation of 6-phenyl-1,5-diazabicyclo[3.1.0]hexane by combustion calorimetry and theoretical approach for efficient prediction of thermochemistry of diaziridines

“…These transformations can be induced by diverse reagents, thermolysis, microwave heating and catalysts. [1][2][3][4][5][6][7][8][9] A wide range of pharmaceuticals, agrochemicals and other biologically active compounds can be produced using these different types of transformations. In particular, diaziridine derivatives exhibit neurotropic activity and new efficient antidepressant drugs have been created on the basis of these compounds.…”

Merging Two Strained Carbocycles: Lewis Acid Catalyzed Remote Site-Selective Friedel–Crafts Alkylation of in Situ Generated β-Naphthol

“…Small strained ring molecules are impressive building blocks in organic chemistry due to their unique reactivity. Over the years, various strained carbo- and heterocycles have been studied extensively to synthesize a myriad of biologically and pharmaceutically important molecular architectures . However, methodologies exploiting a pair of different strained rings have remained underdeveloped .…”