Azirine is the term used to describe the smallest nitrogen unsaturated heterocyclic system, containing two carbon atoms and one double bond in a three-membered ring. Interest in these heterocycles stems from the general influence of ring strain upon chemical reactivity and to the potential of their derivatives to act as precursors to more elaborate heterocyclic molecules. The structure, biological applications, and the synthetic chemistry of these heterocycles have been extensively explored since the mid-1960s. A number of general reviews on azirines have appeared during this period. this review will focus on the chemistry of monocyclic 2H-azirines, the chemistry of fused-ring azirines will not be discussed.
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