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Ultrasound-assisted synthesis of imidazo[1,2-a]pyridines and sequential one-pot preparation of 3-selanyl-imidazo[1,2-a]pyridine derivatives

2019; ARKAT USA, Inc.; Volume: 2019; Issue: 2 Linguagem: Inglês

10.24820/ark.5550190.p010.972

1551-7012

Beatriz Vieira, Nathalia B. Padilha, Nelson M. Nascimento, Gelson Perin, Diego Alves, Ricardo F. Schumacher, Eder J. Lenardão,

Synthesis and biological activity

A simple and rapid method to synthesize imidazo[1,2-a]pyridines starting from 2-aminopyridine and 2bromoacetophenone derivatives under ultrasonic irradiation was developed.This protocol tolerates a wide range of 2-bromoacetophenone derivatives to produce a variety of imidazo[1,2-a]pyridines in good to excellent yields.Additionally, the one-pot preparation of 3-(organylselanyl)imidazo[1,2-a]pyridines via a sequential method is presented.In this case, different diorganyl diselenides were used as starting material s to afford the corresponding coupling products in excellent yields and short reaction times under sonication.The reactions were conducted in PEG-400, a cheap and nontoxic solvent, compatible with the ultrasound conditions in an environmentally benign process.