1, 3-Dipolar cycloaddition reaction of aryl nitrile oxides with alkenes using imidazole and pyridine containing reusable polymeric base catalysts. Issue 4 (16th February 2018)

• Record Type: Journal Article
• Authors: Korgavkar, Nilesh N.; Samant, Shriniwas D.
• Is Part Of: Synthetic communications. Volume 48:Issue 4(2018)
• Page Start: 387
• Page End: 394
• Publication Date: 2018-02-16
• Subjects: 1, 3-Dipolar cycloaddition -- nitrile oxide -- poly-4-vinylpyridine -- polymeric base catalyst; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2017.1399207
• Languages: English
• ISSNs: 0039-7911

Abstract

ABSTRACT: Cross-linked poly-1-(4-vinylbenzyl)imidazole and cross-linked poly-4-vinylpyridine have been prepared from respective vinyl monomers using different quantities of divinylbenzene as a cross-linker by radical polymerization. The polymeric bases were characterized by FT-IR, TGA, field emission-scanning electron microscopy (FE-SEM), and Brunauer-Emmett-Teller (BET) surface area analysis. Their swelling behavior was also studied. They were used as base catalysts for 1, 3-dipolar cycloaddition reaction of aryl nitrile oxides, generated in situ from N -hydroxyimidoyl chloride, with N -phenylmaleimide and ethyl acrylate, to obtain 3-arylisoxazolines. Both the bases gave excellent results. These polymers were reusable, safe to use, and provided good alternative for organic nonreusable bases like pyridine and triethylamine which are hazardous. GRAPHICAL ABSTRACT: