2-Tosylacetonitrile (1) when reacted with α,β-unsaturated nitriles 2a-c or a mixture of formaldehyde and 3-amino-2-substituted-pent-2-endinitriles 6a,b yielded pyridine derivatives 3a-c and 9a,b, respectively, while when subjected to react with salicylaldehyde yielded chromene derivatives 4 and 5, subsequently. The behavior of thiocarbamoyl derivative 10 derived from 1 towards some α-halogenate...

The asymmetric tandem oxa-Michael-aldol reaction of salicylic aldehyde derivatives with alpha,beta-unsaturated aldehydes catalyzed by a chiral amine/chiral acid organocatalytic system was investigated. The organocatalytic system of (S)-diphenylpyrrolinol trimethylsilyl ether with chiral shift reagent (S)-Mosher acid presented a synergistic effect in the improvement of reaction performance and o...

Most of the synthetic approaches to the benzo-fused heterocycles containing an oxygen atom have involved the use of phenol derivatives as a starting material. This review highlights the new synthetic approaches involving the aromatic C-O bond-forming process using arynes. The insertion of arynes into the C=O bond gives the unstable intermediates, [2 + 2] cycloaddition-type adducts, which can be...

An efficient and green method for the synthesis of pyrano[3,2-c]chromene or pyrano[4,3-b]pyrone derivatives is described by using a three-component condensation process of malononitrile, aldehyde, and 4-hydroxycoumarine or 4-hydroxypyrone in [BMIm]BF4-LiCl as an ionic liquid.

Pills of Mefenamic acid were  employed as effective catalysts in the three component reaction of aromatic  aldehydes,  malononitrile,  as  well  as  4-hydroxycoumarin  or  barbituric  acid  in  aqueous solution,  using  reflux  conditions  in  order  to  synthesize  derivatives  of  dihydropyrano[2,3-c]chromene and pyrano[2,3-d]pyrimidine, correspondingly. Among the benefits of this technique, ...

2H-Chromenes (2H-1-benzopyran derivatives) display a broad spectrum of biological activities. The 2H-chromene substructure is an important structural motif present in a variety of medicines, natural products, and materials showing unique photophysical properties. Hence, the structural importance of the benzopyran moiety has elicited a great deal of interest in the field of organic synthesis and...

ABSTRACT. The versatile scaffold, N'-(2-cyanoacetyl)-2-hydroxybenzohydrazide (3) was utilized in the production of new pyridine, chromene and thiazole derivatives as antimicrobial antioxidant agents. synthetic strategy involves treatment precursor 3 with various arylidene-malononitrile 3-aryl-2-cyanoacrylate compounds to furnish substituted pyridines 5 7. interaction salicylaldehyde and/or phen...

An efficient and sustainable method was developed for electrocatalytic multicomponent synthesis of  spirooxindole-chromene  derivatives via  a  green  one-pot,  three  component  condensations  of cyclic-1,3-diones,   malononitrile  and   isatins   inside  an  undivided  cell  where  potassium  bromide was applied as electrolyte in ethanol/DMSO (95/5 v/v) media, and a practical Fe-Mn-O composit...

In order to develop new selective COX-2 inhibitors, a new series of 2-phenyl-4H-chromen-4-one derivatives possessing a methylsulfonyl pharmacophore group at the para position of the C-4 phenyl ring were designed, synthesized, and evaluated for cyclooxygenase-2 inhibitory activity. In vitro COX-1/COX-2 isozyme inhibition structure-activity studies identified 3-(benzyloxy)-2-[4-(methylsulfonyl)ph...

Novel routes for the preparation of 2-amino-4H-pyran-3-carbonitrile 9, amino-arylbenzoic acid ester derivatives 13a,b, 2-aminotetrahydro-4H-chromene-3-carbonitrile 18, 3-amino-4-cyanotetrahydronaphthalene-2-carboxylic acid ester 26 and 4-amino-3,5-dicyanophthalic acid ester derivatives 37a-c were developed. The synthetic methods utilize one-pot reactions of acetylene carboxylic acid esters, α,β...