K. DORASWAMY K. DORASWAMY, P. Ramana
Apr 18, 2013
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Influential Citations
3
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Journal
Chemical science transactions
Abstract
The reaction of 2-(4-bromo phenyl) methyl cyanide ( 1a ) with ethylchloroformate in the presence of n-butyl lithium gave ethyl-2-(4-bromo phenyl)-2-cyano acetate ( 2a ). 2a on reduction with sodium borohydride yields 3-amino-2-(4-bromo phenyl) propan-1-ol ( 3a ). Compound 3a on further reaction with tert butyloxy anhydride in presence of triethylamine afford tert-butyl-2-(4-bromo phenyl)-3- hydroxy propyl carbamate ( 4a ). 4a on treatment with tosyl chloride gave 2-(4-bromo phenyl)-3- (tertiarybutyloxy carbonyl amino)-propan-1-ol-(4-toluene sulphonate) (5a ). Compound 5a on cyclization followed by hydrolysis gave 3-(4-bromo phenyl) azetidine ( 7a ). Compounds 2b-2e, 3b-3e , 4b-4e, 5b-5e, 6b-6e and 7b-e were synthesized by a similar method. The compounds are characterized by elemental analysis, IR, 1 H NMR and Mass spectral analysis and screened for antimicrobial activity.