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The ester was reacted without purification and immediately treated with ammonium acetate in acetic acid to generate oxazole 4 (45% overall).
The oil was recrystalized from a small volume of hot methanol to give the desired oxazole (2.
The relative importance of the planar fused ring(s) versus the nature of the aromatic ring substituted at the oxazole two position on the pi-radical reactivity toward a weak proton donor is investigated and discussed.
Work described herein is concerned specifically with the electrochemical reduction of the fused-ring oxazole compounds: 2-phenylbenzoxazole (2-PBO), 2-phenylnaphthoxazole (2-PNO), 2-naphthylbenzoxazole (2-NBO), and 2-naphthylnaphthoxazole (2-NNO) (Fig.
The modular and convergent method of the oxazole
synthesis will facilitate both major and fine tuning of the catalysts function in single point, dual point and triple point activation, across nucleophilic catalysis, H-bond activation, and secondary amine catalysis for iminium and enamine based processes.
The researchers started with a compound called an oxazole
This eventually produces many important classes of flavour compounds including furans, pyrazines, pyrroles, oxazoles
, thiophenes, thiazoles and other heterocyclic compounds (Figure 5; Melton, 1999).
His accomplishments include work on the synthesis of nitrogen-containing heterocycles, and he has won Challenges on Acidic molecules, Aminothiazolines, Furazans and Oxazoles