ChemInform Abstract: Nickel(0)-Catalyzed Formation of Carbocyclic Amides from α,ω-Dienes and Phenyl Isocyanate.
Abstract
Phenyl isocyanate (II) reacts with 1,5-hexadiene (I) in the presence of the Ni(0) complex (III) and the phosphine (IV) or with the complex (VII), producing the regioisomeric azanickelacyclopentane complexes (V) and (VI) which are hydrolyzed to form the amides (VIII) and (IX).
ChemInform Abstract
Phenyl isocyanate (II) reacts with 1,5-hexadiene (I) in the presence of the Ni(0) complex (III) and the phosphine (IV) or with the complex (VII), producing the regioisomeric azanickelacyclopentane complexes (V) and (VI) which are hydrolyzed to form the amides (VIII) and (IX). Using a special experimental procedure - continuous slow addition of (II) to a solution containing the diene (I) and nickel(0) complexes - the reaction can be carried out catalytically to yield the unsaturated cyclopentanecarboxanilides (X) - (XII). (IR-, MS-, NMR-data).
