Abstract
On irradiation in acetonitrile at 366 nm, photorearrangements of the title aromatic nitrones (1) proceeded to give selectively N,N-diarylformamides, which showed a novel conformational isomerism without undergoing large substituent, solvent, and temperature effects. An analysis of substituent and solvent effects on the product distribution confirmed that a hydrogen-bonding interaction with the ring nitrogen in oxaziridine intermediates plays a crucial role in inducing the selective transformation of 1 into the corresponding formamide derivatives.
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