ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Arylglyoxal-based multicomponent synthesis of C-3 functionalized imidazoheterocycles

Swadhin Swaraj Acharya, Rahul Kumar Sahoo, Pralina Mohanty, Puspanjali Panda, and Bibhuti Bhusan Parida

Organic Synthesis Laboratory, P. G. Department of Chemistry, Berhampur University, Berhampur, India

E-mail: bbp.chem@buodisha.edu.in

Received: 6 June 2024  Accepted: 28 August 2024

Abstract:

The imidazoheterocycles (fused imidazoles), widely distributed in nature and pharmaceuticals, find many applications in drug discovery, metal sensing and C–H activations, OLEDs, etc. Thus, developing new novel methods for their synthesis has been an active area of research and hence received a great deal attention from synthetic chemists. Likewise, the multicomponent reactions (MCRs) are a hot topic in synthetic research. Herein, we present this review article that covers the multicomponent synthesis of C-3 functionalized imidazoheterocycles from the one-pot reaction of aryl glyoxal, α-aminoazaarene and cyclic 1,3-dicarbonyls and the notable achievements in the area since 2014. Also, this review highlights the substrate-dependent unusual reactions and the potential future perspective in the area for further advancement.

Graphical abstract

The aryl glyoxal-based MCR provides diverse array of highly functionalized imidazoheterocycles from the one-pot MCR of α-aminoazaarene, aryl glyoxal and cyclic 1,3-dicarbonyl through Knoevenagel condensation, Michael addition, intramolecular cyclization and dehydration sequences.

Keywords: Fused imidazoles; Multicomponent reactions; Imidazopyridines; Aminoazaarenes; Imidazoheterocycles; 1,3-dicarbonyls

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-024-03674-1

Chemical Papers 78 (15) 8107–8126 (2024)