Publication:
D-fructose-derived acetonide as a green neutral organocatalyst for proficient one-pot and three-component preparation of 1,3-benzoxazine monomers

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2020-06-23

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Wiley-V C H Verlag

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Abstract

A series of 1,3-benzoxazine monomers were successfully synthesized by simple one-pot and three-component condensation of phenol, paraformaldehyde and varying types of primary aliphatic and aromatic amines in a molar ratio of 1 : 2 : 1 and in the presence of non-acidic 2,3;4,5-di-O-isopropylidene-beta-D-fructopyranose as an effective green carbohydrate based organocatalyst obtained from renewable feedstock. This multicomponent method provides a convenient fast approach for the construction of valuable 1,3-benzoxazine monomers (8 examples) with moderate to excellent yields. The chemical structures of the synthesized benzoxazines were confirmed by FTIR,H-1 NMR,C-13 NMR spectra and elemental analysis.

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Fully biobased benzoxazines, Ring-opening polymerization, Diamine-based benzoxazines, Catalyzed synthesis, Phenolic materials, Aldol reactions, Naphthoxazines, Condensation, Derivatives, Aldehydes, Benzoxazine, Monomer, Multicomponent reactions, Organocatalysis, Synthetic methods, Chemistry

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