Friday, August 31, 2018

An Expedient One-Pot Synthetic Protocol to the Preparation Of Isoxazolo and Pyrazolo Annulated Analogues of Benzoxazepino Condensed Carbazoles and Azacarbazoles of Medicinal Interest (OMCIJ) - Juniper Publishers


A  facile  one-pot  synthetic  protocol  for  the  preparation  of  isoxazolo  and  pyrazolo  annulated  analogues  of  the  benzoxazepine  condensed carbazoles and azacarbazoles from the corresponding enolic ethers, α, β-unsaturated ketones, oxoketene dithioacetals and dimethylaminomethylene  ketones  derived  from  benzoxazepino  condensed  oxocarbazoles  and  oxoazacarbazoles  has  been  described. Compounds   were   realized   from   the   Japp-Klingemann   reaction   of   the  diazonium   salt   of   2-aminodibenzo   [b,f ]   [1,4]oxazepine   with   2-hydroxymethylideno   cyclohexanone   and   N-benzyl-3-hydroxymethylidenopiperidin-4-one   followed   by   Fischer   indolization   of   the   obtained  hydrazone  with  kent’s  acid.  The  synthesized  heterocyclic  compounds  were  characterized  by  IR,  NMR  and  MS  spectral  data  and  in vitro antimicrobial activity of the synthesized compounds was screened against the standard bacterial and fungal strains. Some of these 
benzoxazepine derivatives have been found to display excellent antimicrobial activity against bacteria and fungi.



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