Nitrones and nucleobase-containing spiro-isoxazolidines derived from isatin and indanone: solvent-free microwave-assisted stereoselective synthesis and theoretical calculations

Abstract

Here, we present a highly efficient approach to nucleobase-containing spiro-isoxazolidines with potential biological activity starting from isatinyl/indanyl nitrones.

Biorenewable Deep Eutectic Solvent for Selective and Scalable Conversion of Furfural into Cyclopentenone Derivatives

“…After 5 min of reaction at 60 °C, compound 1A was still afforded in 97% ( Table 1 , entry 8), but increasing the reaction time beyond 4 h, product 1A was totally converted into 1B ( Table 1 , entry 9). The application of microwave irradiation with the aim to provide the enhanced reaction rate of this second process [ 46 , 47 , 48 , 49 , 50 , 51 , 52 , 53 ] failed, as it furnished a mixture of both products 1A and 1B even after prolonged reaction time (entry 10, 11). Therefore, the best synthesis of 2,4-dimorpholino cyclopentenone 1B occurred at 60 °C for four hours with the use of ChCl–urea DES ( Table 1 , entry 9).…”

Montmorillonite K10-Catalyzed Solvent-Free Conversion of Furfural into Cyclopentenones

“…Different studies have encouraged the use of unconventional methods or "green" solvents [8], principally water [8][9][10][11][12][13][14][15], ionic liquids [16][17][18][19][20], deep eutectic solvents [21][22][23][24], or bio-solvents [25][26][27][28][29][30], but the use of solvent-free conditions [31][32][33][34][35][36] is certainly the best choice to conduct eco-sustainable chemical procedures. A solvent-free reaction can be performed by using the reactants alone, or incorporating them in solid supports simplifying the experimental and work-up procedures, and considerably lowering the environmental impact.…”

Regioselective Synthesis of 1,4,5‐Trisubstituted‐1,2,3‐Triazoles from Aryl Azides and Enaminones

“…Following our interest in solvent‐free (or using non‐conventional solvents) 1,3 dipolar cycloaddition reactions, we have recently developed a synthetic methods for the preparation of substituted 1,5‐disubstituted‐1,2,3‐triazoles by using a highly efficient catalytic system (Scheme ) . In this work we present the regioselective synthesis of 1,4,5‐trisubstituted‐1,2,3‐triazoles through the EAOC reaction between azides and enaminones using a ionic liquid as a solvent.…”