ChemInform Abstract: Formation of Acyl-Substituted Nitrile Ylides by Rh2(OAc)4-Catalyzed Decomposition of α-Diazocarbonyl Compounds in Nitriles.
Abstract
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ChemInform Abstract
The formation of oxazoles, e.g. (IV) or (VII), is explained in terms of the 1,5-cyclization of an acyl-substituted nitrile ylide intermediate. The formation of pyrroles, e.g. (V), (VIII), (XI), and ( XII) is explained by the 1,3-dipolar cycloaddition of the same intermediate with alkyne (III). The regiochemistry of the cycloaddition of the acyl-substituted nitrile ylide with propiolate ( IX) shows that the contribution of an allenyl-type resonance structure plays a role in the acyl-substituted nitrile ylide reaction.
