Synthesis and characterization of 2-alkyl -5-{4-[(3-nitrophenyl-5-isoxazolyl)methoxy]phenyl}-2H-tetrazoles

Heteroaryl substituted analogs of antirhnoviral ( A ), was prepared by a convergent approach. 3-Nitrophenyl-5- bromooromethylisoxazoles 5a–b were synthesized by [3+2] cycloaddition of 3-(benzoyloxy)-propyne 2 to in situ generated arylnitrile oxides followed by deprotection of cycloadducts 3a–b and bromination of the resulting alcohols 4a–b . Coupling of 3- nitrophenyl-5-bromooromethylisoxazoles ( 5a–b ) with 4-[5-(2-alkyl-2H-tetrazolyl)]phenols ( 6a–d ) in N-methylpyrrolidinone under mild conditions afforded a new series of 2-alkyl-5-{4-[1-(3-nitrophenyl-5-isoxazolyl)methyloxy]phenylr}-2 H -tetrazoles ( 7a–h ) in high yields. The structures of the synthesized compounds were confirmed by their 1 H NMR, Mass spectral, and Elemental Analysis data.