The N-substituted anilines 1 react readily with phenyliodonium ylides 2 derived from 1,3-dicarbonyl compounds in the presence of a catalytic amount of BF(3).Et(2)O, forming the C-N coupling products 3, which are precursors for the synthesis of indoles. On the basis of this result, the direct synthesis of indoles from 1 and 2 under thermal conditions and photochemical conditions was explored. Th...

One pot syntheses of furan, thiophene, and pyrrole were accomplished by oxidative deacetylation using Mn(III)/Co(II) catalysts and the Paal-Knorr reaction from 1,5-dicarbonyl compounds, which are prepared from the conjugate addition of ethyl acetoacetate to α,β-unsaturated carbonyl compounds. The oxidative deacetylation and reductive cyclization of β-ketoesters derived from ethyl acetoacetate a...

Synthesis of 3,4-dihydropyrimidin-2(1H)-one and 3,4-dihydropyrimidin-2(1H)-thione derivatives from aldehydes, 1,3-dicarbonyl derivatives and urea or thiourea using granite and quartz as new, natural and reusable catalysts. Some of the 3,4-dihydropyrimidin-2(1H)-thione derivatives were used to prepare new heterocyclic compounds. The antimicrobial activity of selected examples of the synthesized ...

Pyrroles are important compounds present in biological systems, used for drug synthesis and material chemistry. A typical strategy the pyrrolic ring formation is centered on Paal–Knorr reaction, where 1,4-dicarbonyl react with amines giving N-substituted pyrrole derivatives. Often, main problem of this approach availability appropriate carbonyl compounds. Here, we report a sustainable carboxyli...

Free radicals and oxidants may cause various damages both to the lifeworld different products. A typical solution for prophylaxis of oxidation-caused conditions is usage antioxidants. Among them, classes are found—polyphenols, conjugated polyalkenes, some sulfur nitrogen derivatives. Regarding active site in molecules, a widely discussed group compounds 1,3-dicarbonyl compounds. them natural (e...

the coupling of tetrazotised 1,8-diaminonaphthalene with 1,3-dicarbonyl compounds [acetylacetone,methylacetoacetate and acetoacetanilide] yielded a new series of tetradentate ligand systems. analytical, ir,1h nmr and mass spectral data indicate that the compounds exist in the intramolecularly hydrogen bondeddihydrazone form. dibasic tetradentate n2o2 coordination of these compounds in their [ml...

The multicomponent reaction of 5-aminopyrazole derivatives with cyclic 1,3-dicarbonyl compounds and dimethylformamide dimethylacetal (DMFDMA) in DMF at 150 °C under controlled microwave heating afforded regioselectively 8,9-dihydropyrazolo[1,5-a]quinazolin-6(7H)-ones 6 rather than the corresponding dihydropyrazolo[5,1-b]quinazolin-8(5H)-ones 4.

Selective α-amination and α-acylation of esters and amides have been developed, employing O-acylhydroxylamines as a dually reactive aminating and acylating reagent. Treatment of zinc enolates with O-acylhydroxylamines provides solely 1,3-dicarbonyl compounds under mild conditions. Introduction of a copper catalyst into the system shifts the reactivity entirely, yielding α-amination products exc...

A palladium-catalyzed chemo- and regioselective coupling of 1,3-dicarbonyl compounds via an allylic linker has been developed. This reaction, which displays broad substrate scope, forms two C-C bonds and installs two all-carbon quaternary centers. The regioselectivity of the reaction can be predictably controlled by utilizing an enol carbonate of one of the coupling partners.