Efficient synthesis of phenanthridin-6(5H)-one derivatives 12a-n in a four-component reaction of aldehyde hydrazone, aromatic aldehydes and malononitrile in Q-Tubes is reported. The results showed that the methodology has the advantage of being a one-pot synthesis of tricyclic systems in good yields. Potential routes leading to formation of compounds 12 are discussed. The structures of the synt...

A series of pyrido[2,3-d]pyrimidines derivatives have been prepared by one-pot three-component reaction of 4(6)aminouracil, malononitrile and aromatic aldehydes. This efficient synthesis was done under microwave irradiation conditions (method A) and also using catalytic amount of diammonium hydrogen phosphate [(NH4)2HPO4] (DAHP) in aqueous media (method B). This procedure has the advantages of ...

A series of 3'-aminospiro[indoline-3,1'-pyrazolo[1,2-b]phthalazine]-2,5',10'-trione derivatives have been synthesized by a one-pot three-component reaction of isatin, malononitrile or ethyl cyanoacetate and phthalhydrazide catalyzed by piperidine under ultrasound irradiation. For comparison the reactions were carried out under both conventional and ultrasonic conditions. In general, improvement...

Z. Naturforsch. 59b, 106 – 108 (2004); received August 4, 2003 2-Benzylidene-1-oxo-1,2,3,4-tetrahydrocarbazoles (1a – e) obtained from the corresponding 1oxo-1,2,3,4-tetrahydrocarbazoles on reaction with malononitrile in dry benzene with sodium hydride afforded 3-cyano-5,6-dihydro-2-ethoxy-4-phenyl-pyrido[2,3-a]carbazoles (2a – e) in good yields. A plausible mechanism for the formation of the t...

The title compound, C(22)H(14)FN(3), was prepared by a one-pot condensation using malononitrile, an aromatic aldehyde, a methyl ketone and ammonium acetate as reacta-nts under microwave irradiation. The pyridine ring is twisted with respect to the benzene ring and the naphthalene ring system, making dihedral angles of 41.9 (1) and 45.2 (1)°, respectively. In the crystal, mol-ecules are connecte...

Abstract: 4-Amino-2-(benzylthio)-6-(4-chlorophenyl)pyrimidine-5-carbonitrile 1 was prepared by treatment of s-benzylthiuronium chloride with 2-(4-chlorobenzylidene) malononitrile in ethanolic sodium hydroxide and subjected to react with hydrazine hydrate to afford the hydrazino derivative 2 which was allowed to react with different electrophilic reagents to give the pyrimidine derivatives 3-16....

Two series of novel functionalized polyhydroisoquinoline derivatives have been synthesized via the three-component domino reaction of glutaraldehyde and malononitrile with a series of β-ketoamides under microwave irradiation conditions in the presence of a catalytic amount of Et3N (10 mol%). This reaction represents the first reported process for the facile conversion of a β-ketoamide to a hydr...

The biological and medicinal properties of 5-aminopyrazoles have prompted enormous research aimed at developing synthetic routes to these heterocyles. This review focuses on the biological properties associated with this system. Various synthetic methods developed up to 2010 for these compounds are described, particularly those that involve the reactions of β-ketonitriles, malononitrile, alkyli...

2,3-Dichloroquinoxaline and some of its derivatives have been reacted with malononitrile and ethyl cyanoacetate to yield a variety of 3-chloro-2-(cyanomethylene)- 1,2-dihydroquinoxaline derivatives. The reaction of 3-chloro-2-(dicyanomethylene)-1,2- dihydroquinoxaline (2e) with pyridine and its methyl derivatives led to the zwitterionic structures 6a-6c. The structures of the newly synthesized ...

Visible light induced a highly efficient and environmentally-friendly Knoevenagel condensation of various aliphatic and aromatic aldehydes with malononitrile has been achieved in excellent yield in presence of aqueous tamarind juice. The tamarind juice could be simply prepared from unripe fruit of Tamarindus indica in water and the reactions go to completion within 2-7 min. A plausible mechanis...