6′-Amino-5,7-dibromo-2-oxo-3′-(trifluoromethyl)-1′<i>H</i>-spiro[indoline-3,4′-pyrano[2,3-<i>c</i>]pyrazole]-5′-carbonitrile

Abstract

The multicomponent reactions are environmentally benign synthetic methods of building-up of complex molecules and several levels of structural diversity for diverse applications. Spirooxindoles are an important synthetic target possessing extended biological activity and drug discovery applications. In this communication, the multicomponent transformation of 5,7-dibromoisatin, malononitrile, and 5-(trifluoromethyl)-2,4-dihydro-3H-pyrazol-3-one in EtOH at reflux in the presence of sodium acetate was carefully investigated to give 6′-amino-5,7-dibromo-2-oxo-3′-(trifluoromethyl)-1′H-spiro[indoline-3,4′-pyrano[2,3-c]pyrazole]-5′-carbonitrile in excellent yield. The structure of the new compound was established by means of elemental analysis, mass and nuclear magnetic resonance, and infrared spectroscopy.

Keywords

• 5,7-dibromoisatin
• malononitrile
• 5-(trifluoromethyl)-2,4-dihydro-3<i>H</i>-pyrazol-3-one
• spiro[indole-3,4′-pyrano[2,3-<i>c</i>]pyrazole]
• multicomponent reactions