RESUMEN

We report a metal- and photocatalyst-free C3 α-aminomethylation of quinoxalin-2(1H)-ones with N-alkyl-N-methylanilines. The reaction proceeds through the formation of a photoactivated electron donor-acceptor complex between quinoxalin-2(1H)-ones and N-alkyl-N-methylanilines. The present method provides a mild and environmentally friendly protocol that exhibits good atom economy and excellent functional group tolerance to obtain a library of biologically significant C3 α-aminomethylated quinoxalin-2(1H)-ones in good yields.

RESUMEN

The synthesis of sterically hindered α-arylated acetamides generally requires a multistep reaction sequence and is also difficult to access due to steric constraints. This protocol allows the synthesis of sterically hindered α-arylated acetamides in moderate to high yields via 1,6-addition of isocyanides to p-quinone methides in the presence of BF3 .OEt2 . The present transformation features transition metal-free conditions, avoiding the use of toxic carbon monoxide, broad substrate scope, mild reaction conditions, and operational simplicity.

Asunto(s)

RESUMEN

An iron(III) catalyzed tandem ring opening/1,6-conjugate addition of cyclopropanols to p-quinone methides leading to γ,γ-diaryl ketones has been described. This catalytic protocol provides a novel and efficient method to access γ,γ-diaryl ketone derivatives in good to excellent yields with high functional group tolerance. Importantly, γ,γ-diaryl ketone can be further functionalized to give a versatile set of useful products.

RESUMEN

A silver-catalyzed cycloisomerization/1,6-conjugate addition of homopropargyl sulfonamides to p-quinone methides to access diverse diarylmethine substituted dihydropyrroles has been disclosed. The reaction pathway involves an intramolecular cascade cyclization of homopropargyl sulfonamides to generate a highly reactive dihydropyrrole intermediate in situ followed by conjugate addition with p-quinone methides. This method provides an efficient and scalable route for the synthesis of 3-diarylmethine substituted dihydropyrroles, in one pot.

RESUMEN

An expedient one-pot synthesis of carbocyclic spiro[5.5]undeca-1,4-dien-3-ones via 1,6-conjugate addition initiated formal [4+2] annulation sequences by employing p-quinone methides and sulfonyl allenols is presented. Furthermore, this synthetic protocol tolerates a wide variety of p-quinone methides and sulfonyl allenols and affords the corresponding structurally unique spiro[5.5]undeca-1,4-dien-3-ones in good yield under mild reaction conditions.

RESUMEN

BF3·OEt2 catalyzed 1,6-conjugate addition of tert-butyl isocyanide to para-quinone methides and fuchsones for the synthesis of α-diaryl and α-triaryl nitriles has been reported. This protocol allows α-diaryl- and α-triaryl nitriles to be accessed in good to excellent yields and with a broad substrate scope, which could be further functionalized to give a versatile set of products. This is the first example wherein tert-butyl isocyanide has been used as a cyanide source for the 1,6-conjugate addition.

RESUMEN

The present work deals with the removal of Brilliant Green dye from wastewater using a poly(acrylic acid) hydrogel composite (PAA-K hydrogel) prepared by incorporation of kaoline clay. The composite has been synthesized using ultrasound assisted polymerization process as well as the conventional process, with an objective of showing the better effectiveness of ultrasound assisted synthesis. It has been observed that the hydrogel prepared by ultrasound assisted polymerization process showed better results. The optimum conditions for the removal of dye are pH of 7, temperature of 35°C, initial dye concentration of 30mg/L and hydrogel loading of 1g. The extent of removal of dye increased with an increase in the contact time and initial dye concentration. A pseudo-second-order kinetic model has been developed to explain the adsorption kinetics of dye on the PAA-K hydrogel. Thermodynamic and kinetic parameters indicate that the adsorption process is spontaneous in nature and the PAA-K hydrogel prepared by ultrasound process is a promising adsorbent compared to conventional process. The obtained adsorption data has also been fitted into commonly used adsorption isotherms and it has been found that Freundlich as well as Langmuir adsorption isotherm models fits well to the experimental results.

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