preparation of sterically congested 1,3,4-oxadiazole derivatives from n-isocyaniminotriphenylphosphorane, aromatic acids, cyclopentanone and primary amines

Preparation of sterically congested 1,3,4-oxadiazole derivatives from N-isocyaniminotriphenylphosphorane, aromatic acids, cyclopentanone and primary amines

Reactions of N-isocyaniminotriphenylphosphorane with cyclopentanone have been studied in the presence of aromatic carboxylic acids and primary amines, proceeds smoothly at room temperature under neutral conditions to afford sterically congested 1,3,4-oxadiazole derivatives by an intramolecular Aza-Wittig cyclization in CH2Cl2 in excellent yields. The structures of the products were deduced from...

One-pot synthesis of ferrocene-containing 1,3,4-oxadiazole derivatives from N-isocyaniminotriphenylphosphorane (Ph3PNNC), cyclic ketones and ferrocene carboxylic acid

Reactions of N-isocyaniminotriphenylphosphorane with a cyclic ketone in the presence of ferrocene carboxylic acid proceeded smoothly at room temperature and in neutral conditions to afford ferrocene-containing 1,3,4-oxadiazole derivatives in high yields. The reaction proceeded smoothly and cleanly under mild conditions and no side reactions were observed. The structures of the products were ded...

One-pot, four-component synthesis of fully substituted 1,3,4-oxadiazole derivatives from N-isocyaniminotriphenylphosphorane (Ph3PNNC), a primary amine, a carboxylic acid and cinnamaldehyde

The imine intermediate generated by the addition of primary amine to the cinnamaldehyde is trapped by the N-isocyaniminotriphenylphosphorane (Ph3PNNC) and a carboxylic acid, and leads to the formation of the corresponding iminophosphorane intermediate. The 1,3,4-oxadiazole derivatives are formed via intramolecular aza-Wittig reaction of the iminophosphorane intermediate. The reactions were comp...

An Efficient One Pot Procedure for Preparation of Symmetrical N,N'-Disubstituted Urea from Aromatic and Aliphatic Amines and Urea under Microwave Irradiation

A phosgene-free synthesis of symmetrical N,N'-disubstituted urea by the reaction of aromatic and aliphatic primary amines and urea promoted by  microwave irradiation in the presence of a suitable energy-transfer solvent such as N-N-dimethylacetamide is described.

Metabolism of aromatic amino acids and amines.

one-pot, four-component synthesis of fully substituted 1,3,4-oxadiazole derivatives from n-isocyaniminotriphenylphosphorane (ph3pnnc), a primary amine, a carboxylic acid and cinnamaldehyde

the imine intermediate generated by the addition of primary amine to the cinnamaldehyde is trapped by the n-isocyaniminotriphenylphosphorane (ph3pnnc) and a carboxylic acid, and leads to the formation of the corresponding iminophosphorane intermediate. the 1,3,4-oxadiazole derivatives are formed via intramolecular aza-wittig reaction of the iminophosphorane intermediate. the reactions were comp...