Chemodivergent synthesis of N -(pyridin-2-yl)amides and 3-bromoimidazo[1,2- a ]pyridines from α-bromoketones and 2-aminopyridines

-(Pyridin-2-yl)amides and 3-bromoimidazo[1,2- ]pyridines were synthesized respectively from α-bromoketones and 2-aminopyridine under different reaction conditions. -(Pyridin-2-yl)amides were formed in toluene C-C bond cleavage promoted by I and TBHP and the reaction conditions were mild and metal-fr...

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Bibliographic Details
Published in:RSC advances 2019-10, Vol.9 (59), p.34671-34676
Main Authors: Liu, Yanpeng, Lu, Lixue, Zhou, Haipin, Xu, Feijie, Ma, Cong, Huang, Zhangjian, Xu, Jinyi, Xu, Shengtao
Format: Article
Language:English
Subjects:
Amides
Bromination
Chemistry
Ethyl acetate
Pyridines
Toluene
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Summary:-(Pyridin-2-yl)amides and 3-bromoimidazo[1,2- ]pyridines were synthesized respectively from α-bromoketones and 2-aminopyridine under different reaction conditions. -(Pyridin-2-yl)amides were formed in toluene C-C bond cleavage promoted by I and TBHP and the reaction conditions were mild and metal-free. Whereas 3-bromoimidazopyridines were obtained in ethyl acetate one-pot tandem cyclization/bromination when only TBHP was added, the cyclization to form imidazopyridines was promoted by the further bromination, no base was needed, and the versatile 3-bromoimidazopyridines could be further transferred to other skeletons.
ISSN:2046-2069
2046-2069
DOI:10.1039/c9ra06724h