Issue 69, 2016, Issue in Progress
From the journal:

RSC Advances

Ligand-free Pd-catalysed decarboxylative arylation of imidazo[1,2-a]pyridine-3-carboxylic acids with aryl bromides†

Uttam B. Karale,ab   Saradhi Kalari,a   Jala Shivakumar,c   Vitthal B. Makane,ab   Dattatraya A. Babar,ab   Ritesh P. Thakare,d   Bathini Nagendra Babu,c   Sidharth Choprad  and  Haridas B. Rode*ab  

* Corresponding authors

a Department of Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad-500007, India
E-mail: haridas.rode@iict.res.in

b Academy of Scientific and Innovative Research (AcSIR), New Delhi, India

c Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research, Balanagar, Hyderabad-500 037, India

d Microbiology Division, Central Drug Research Institute, Lucknow-226 031, India

Abstract

A facile ligand-free method for Pd(OAc)2 catalysed decarboxylative arylation of imidazo[1,2-a]pyridine-3-carboxylic acids with hetero(aryl) bromides has been developed. This method is applicable to a variety of (hetero)aryl bromides as coupling partners. Electron withdrawing and donating groups on imidazo[1,2-a]pyridine-3-carboxylic acids are well tolerated. It represents the first general protocol for ligand-free Pd(OAc)2 catalysed decarboxylative arylation of imidazo[1,2-a]pyridine-3-carboxylic acids with (hetero)aryl halides. A few of the compounds synthesized using this protocol showed antibacterial activity against Staphylococcus aureus.

Graphical abstract: Ligand-free Pd-catalysed decarboxylative arylation of imidazo[1,2-a]pyridine-3-carboxylic acids with aryl bromides

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Article information

DOI
https://doi.org/10.1039/C6RA12166G
Article type
Paper
Submitted
10 May 2016
Accepted
04 Jul 2016
First published
04 Jul 2016

RSC Adv., 2016,6, 65095-65104

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Ligand-free Pd-catalysed decarboxylative arylation of imidazo[1,2-a]pyridine-3-carboxylic acids with aryl bromides

U. B. Karale, S. Kalari, J. Shivakumar, V. B. Makane, D. A. Babar, R. P. Thakare, B. N. Babu, S. Chopra and H. B. Rode, RSC Adv., 2016, 6, 65095 DOI: 10.1039/C6RA12166G

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