Synthesis of 2,3-Dihydro-1H-imidazo[1,2-a]pyridinium Systems by Halocyclization of 1-Alkenyl(propargyl)-2-aminopyridinium Halides
- Authors: Kalita E.V.1, Kim D.G.1, Rakhmatullina D.A.1, Pylneva M.A.1, Krynina E.M.1
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Affiliations:
- South Ural State University (National Research University)
- Issue: Vol 89, No 8 (2019)
- Pages: 1570-1574
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/223020
- DOI: https://doi.org/10.1134/S107036321908005X
- ID: 223020
Cite item
Abstract
Reaction of 2-aminopyridine with allyl bromide, methallyl chloride, 2-bromoallyl bromide, and propargyl bromide in acetone furnished 2-amino-1-allyl-, methallyl-, (2-bromoallyl)-, and propargylpyridinium halides. 2-Amino-1-allyl(methallyl)pyridinium halides reacted with bromine and iodine to form 2-halomethyl-2,3-dihydro-1H-imidazo[1,2-a]pyridinium systems. 2-Amino-1-(2-bromoallyl)pyridinium bromide underwent heterocyclization under the action of bromine, and did not react with iodine. 2-Amino-1-propargylpyridinium bromide reacted with bromine and iodine to form 2-halomemylene-2,3-dihydro-1H-imidazo[1,2-a]pyridinium systems.
About the authors
E. V. Kalita
South Ural State University (National Research University)
Author for correspondence.
Email: berdnik_lena@mail.ru
Russian Federation, pr. Lenina 76, Chelyabinsk, 454080
D. G. Kim
South Ural State University (National Research University)
Email: berdnik_lena@mail.ru
Russian Federation, pr. Lenina 76, Chelyabinsk, 454080
D. A. Rakhmatullina
South Ural State University (National Research University)
Email: berdnik_lena@mail.ru
Russian Federation, pr. Lenina 76, Chelyabinsk, 454080
M. A. Pylneva
South Ural State University (National Research University)
Email: berdnik_lena@mail.ru
Russian Federation, pr. Lenina 76, Chelyabinsk, 454080
E. M. Krynina
South Ural State University (National Research University)
Email: berdnik_lena@mail.ru
Russian Federation, pr. Lenina 76, Chelyabinsk, 454080
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