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Synthesis 2020; 52(18): 2713-2720
DOI: 10.1055/s-0040-1707856
DOI: 10.1055/s-0040-1707856
paper
Ultrasound-Promoted and Base-Mediated Regioselective Bromination of Imidazo[1,2-a]pyridines with Pyridinium Tribromide
We thank the Hunan Province Science Foundation for Youths (2018JJ3215), the Scientific Research Foundation of Hunan Provincial Education Department (18C0147), Hunan Agricultural University Science Foundation for High-Level Personnel and Double First-Class Construction Project of Hunan Agricultural University (SYL2019064), the Basic Research Foundation of China Tobacco Yunnan Industrial Corporation (2018JC04) and the Applied Basic Research Foundation of Yunnan Province (2017FD236).Further Information
Publication History
Received: 13 March 2020
Accepted after revision: 13 May 2020
Publication Date:
10 June 2020 (online)
Abstract
By using pyridinium tribromide as the bromo source, an efficient and practical protocol for the synthesis of C3-brominated imidazo[1,2-a]pyridines through ultrasound-promoted and Na2CO3-mediated regioselective bromination of imidazo[1,2-a]pyridines has been developed. This method effectively avoids the use of metal catalysts and harsh reaction conditions, and shows attractive characteristics such as operational simplicity, broad substrate scope with good to excellent yields, ease of scale-up and high energy efficiency.
Key words
bromination - pyridinium tribromide - metal-free synthesis - regioselectivity - imidazopyridines - ultrasonic irradiation - base mediatedSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1707856.
- Supporting Information
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