Jump to main content
Jump to site search


Hexafluoroisopropanol mediated benign synthesis of 2H-pyrido[1,2-a]pyrimidin-2-ones by using a domino protocol

Author affiliations

Abstract

A domino strategy has been used for the synthesis of 2H-pyrido[1,2-a]pyrimidin-2-ones. Four sequential reactions: aza-Michael addition, water elimination, intramolecular acyl substitution, and [1,3]-H shift were observed in this domino protocol. Hexafluoroisopropanol is used as a promotor and recyclable solvent in this cascade process. The availability of inexpensive 2-aminopyridines and a wide variety of Michael acceptors such as commercially available acrylates and unactivated Baylis–Hillman adducts makes this methodology a huge reservoir of novel fused N-heterocycles as bioactive and potential therapeutic agents. The reaction mechanism has been proposed and rationalized by density functional theory calculations. Products are obtained in up to 95% yield.

Graphical abstract: Hexafluoroisopropanol mediated benign synthesis of 2H-pyrido[1,2-a]pyrimidin-2-ones by using a domino protocol

Back to tab navigation

Supplementary files

Publication details

The article was received on 06 Sep 2017, accepted on 19 Oct 2017 and first published on 20 Oct 2017


Article type: Paper
DOI: 10.1039/C7NJ03376A
Citation: New J. Chem., 2017, Advance Article
  •   Request permissions

    Hexafluoroisopropanol mediated benign synthesis of 2H-pyrido[1,2-a]pyrimidin-2-ones by using a domino protocol

    Z. Alsharif, M. A. Ali, H. Alkhattabi, D. Jones, E. Delancey, P. C. Ravikumar and M. A. Alam, New J. Chem., 2017, Advance Article , DOI: 10.1039/C7NJ03376A

Search articles by author

Spotlight

Advertisements