Issue 9, 2020, Issue in Progress
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RSC Advances

Regioselective convergent synthesis of 2-arylidene thiazolo[3,2-a]pyrimidines as potential anti-chikungunya agents†

Mohamed Fares, ORCID logo *ab   Patrick M. McCosker, ORCID logo ac   Muhammad A. Alsherbiny, ORCID logo d   Anthony C. Willis,e   Timothy Clark, ORCID logo c   Johan Neyts, ORCID logo f   Dirk Jochmans ORCID logo f  and  Paul A. Keller ORCID logo *a  

* Corresponding authors

a School of Chemistry & Molecular Bioscience, Molecular Horizons, University of Wollongong, Illawarra Health & Medical Research Institute, Wollongong, NSW 2522, Australia
E-mail: Ph.fares@yahoo.com, keller@uow.edu.au

b School of Chemistry, The University of Sydney, NSW 2006, Australia

c Department of Chemistry and Pharmacy, Computer-Chemistry-Center (CCC), Friedrich-Alexander-Universität Erlangen-Nürnberg (FAU), Nägelbachstrasse 25, 91052 Erlangen, Germany

d NICM Health Research Institute, Western Sydney University, Westmead, NSW 2145, Australia

e Research School of Chemistry, The Australian National University, Canberra, ACT 2601, Australia

f KU Leuven (University of Leuven), Department of Microbiology and Immunology, Rega Institute for Medical Research, Laboratory of Virology and Chemotherapy, Leuven, Belgium

Abstract

Convergent and convenient regioselective synthesis of novel thiazolo[2,3-a]pyrimidine derivatives was accomplished using the one-pot reaction of 6-ethylthiouracil, bromoacetic acid, anhydrous sodium acetate, acetic anhydride, acetic acid and suitable aldehyde. X-ray crystallographic study reveals the presence of the Z configuration of only one regioisomer confirmed by computational studies as being the most likely isomer present.

Graphical abstract: Regioselective convergent synthesis of 2-arylidene thiazolo[3,2-a]pyrimidines as potential anti-chikungunya agents

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Article information

DOI
https://doi.org/10.1039/D0RA00257G
Article type
Paper
Submitted
27 Nov 2019
Accepted
17 Jan 2020
First published
31 Jan 2020
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2020,10, 5191-5195

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Regioselective convergent synthesis of 2-arylidene thiazolo[3,2-a]pyrimidines as potential anti-chikungunya agents

M. Fares, P. M. McCosker, M. A. Alsherbiny, A. C. Willis, T. Clark, J. Neyts, D. Jochmans and P. A. Keller, RSC Adv., 2020, 10, 5191 DOI: 10.1039/D0RA00257G

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