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Crystal structure of 4-tert-butyl-2-{2-[N-(3,3-dimethyl-2-oxobutyl)-N-isopropylcarbamoyl]phenyl}-1-isopropyl-1H-imidazol-3-ium perchlorate

“…The plane of the carbonyl group (C22/O2/C23/C21) is oriented almost orthogonal to the plane of the amide fragment (C21/N3/C18/C17/O1/C6), the angle between their mean planes being 77.87 (11) . A similar type of -acylaminoketone fragment has been observed for other N-substituted -acylaminoketones (Bartnik et al, 1998;Tinant et al, 2006;Chai et al, 2011;Hashmi et al, 2011;Su et al, 2011).…”

Experimental and Computational Study of the Conrotatory Ring Opening of Various 3-Chloro-2-azetines

“…2-Azetines, which can be regarded as enamines with a highly constrained double bond and are difficult to access, are receiving increasing interest because they undergo intermolecular [2 + 2] photodimerization or radical additions, participate in [4 + 2] cycloadditions or [2 + 2] cycloaddition reactions, and can undergo ring opening by reaction with atmospheric oxygen . The most studied, stable 2-azetines, such as N -acyl-, N -methanesulfonyl-, and N -nitro-2-azetines, ,, are mostly unsubstituted and mostly synthesized from the corresponding 3-(methanesulfonyloxy)azetidines via an elimination reaction in basic medium .…”

New strategies for the synthesis of 1- and 2-azetines and their applications as value-added building blocks

“…8D). 125 Instead, the 2-azetine is proposed to form transiently as intermediate 150 , which then reacts with atmospheric oxygen to form an oxetane species that undergoes ring-opening to 151 . A polymer byproduct arising from 150 was also observed, demonstrating the reactivity of this intermediate.…”