Synthesis of New 5-Oxazolones: Their Ring Opening Reactions to Obtain New Benzamide Derivatives


GÜNKARA Ö. T. , GULELI M., CEVIKKALP S. A. , Kaya K., Ocal N.

CURRENT ORGANIC SYNTHESIS, cilt.14, ss.283-290, 2017 (SCI İndekslerine Giren Dergi)

Özet

New 5-oxazolones have been synthesized via N-protected amino acids which were prepared from various aryl acyl halides and L-amino acids, with DCC. Then, we studied the ring opening reactions of 5-oxazolones with nucleophilic attack by primary aryl amines to obtain new racemic benzamide derivatives. All new synthesized compounds have been characterized by FTIR, H-1, C-13 NMR, GC/MS, LC/MS and Qtof analyses. X-Ray results of N-(1-((4-chlorophenyl) amino)-3-methyl-1-oxopentan-2-yl)-3-(trifluoromethyl) benzamide clearly showed absolute stereostructure.