Indium chloride (InCl3) catalysed domino protocol for the regioselective synthesis of highly functionalized pyranopyrazoles under mild conditions

Journal Title: Iranian Chemical Communication - Year 2017, Vol 5, Issue 1

Abstract

Regioselective synthesis of highly functionalized pyranopyrazoles was achieved in excellent yield from phenyl pyrazolone, substituted aromatic aldehyde with nitroketene-N,S-acetal in the presence of indium trichloride as a versatile catalyst under reflux condition in ethanol-water mixture. All reactions preceeded within a short period of time with excellent purity. All of the synthesized compounds were identified by IR, 1H NMR, 13C NMR and mass spectroscopy. Quantitative yields, inexpensive and environmentally friendly solvent system and simple work-up procedure are the attractive features of the present method. It is thus enviro-economic method without producing hazardous wastes. The formed pyranopyrazoles might find to possess important biological and pharmaceutical applications.

Authors and Affiliations

Dattatray N. Survase, Hemant Vilas Chavan, Sakharam B. Dongare, Shreeram D. Ganapure, Vasant B. Helavi

Keywords

Related Articles

A Clean and Highly Efficient Synthesis of Oxindole Substituted Pyrrolo[2,3-d]Pyrimidines under Ultrasound Irradiation

A practical and new method for the synthesis oxindole substituted pyrrolo[2,3-d]pyrimidines by the condensation of isatin, acetophenone and 6-amino-uracil under ultrasound irradiation conditions at 60 °C was described. T...

Furocoumarins from Heracleum rawianum in Iran

The species Heracleum rawianum belongs to Apiaceae, is one of the native species in Iran. The leaves and fruits of Heracleum rawianium are used traditionally in Iran as flavouring agent and spice for food. In the present...

DFT calculations on quetiapine hemifumarate as a pharmaceutical compound for the treatment of schizophrenia

In this work, the optimization calculations were carried out on quetiapine hemifumarat, 4, and its analogues, 1-5. These calculations were carried out using the B3LYP/6-31G(d) level of theory. The DFT calculations clarif...

Unexpected one pot pseudo four-component reaction for the synthesis of (10E)-N-benzylidene-2-phenylH-imidazo [1,2-a]pyridin-3-amine derivatives under solvent-free conditions

This work described an efficient Pseudo four-component synthesis of (10E)-N-benzylidene-2-phenylH-imidazo[1,2-a]pyridin-3-amine derivatives from 2-aminopyridin, malononitrile and arylaldehydes in the presence of NaOH und...

Determination of the absolute redox potential of methyldopa: experimental and simulation methodes

The conditional formal potential, E°′of Methyldopa has been studied by cyclic voltammetry at the surface of activated glassy carbon electrode (AGCE) as the working electrode in different pH phosphate buffered solutions....

Download PDF file
  • EP ID EP259743
  • DOI -
  • Views 159
  • Downloads 0

How To Cite

Dattatray N. Survase, Hemant Vilas Chavan, Sakharam B. Dongare, Shreeram D. Ganapure, Vasant B. Helavi (2017). Indium chloride (InCl3) catalysed domino protocol for the regioselective synthesis of highly functionalized pyranopyrazoles under mild conditions. Iranian Chemical Communication, 5(1), 105-114. https://www.europub.co.uk/articles/-A-259743