Synthesis of imidazo[1,5-a]pyridines via cyclocondensation of 2-(aminomethyl)pyridines with electrophilically activated nitroalkanes

Imidazo[1,5-a]pyridines were efficiently prepared via the cyclization of 2-picolylamines with nitroalkanes electrophilically activated in the presence of phosphorous acid in polyphosphoric acid (PPA) medium.

Bibliographic Details
Main Authors: Dmitrii A. Aksenov, Nikolai A. Arutiunov, Vladimir V. Maliuga, Alexander V. Aksenov, Michael Rubin
Format: Article
Language:English
Published: Beilstein-Institut 2020-11-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.16.239
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spelling doaj-a6c0f2f18ecd423ab672834f224571162021-04-02T19:06:28ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972020-11-011612903291010.3762/bjoc.16.2391860-5397-16-239Synthesis of imidazo[1,5-a]pyridines via cyclocondensation of 2-(aminomethyl)pyridines with electrophilically activated nitroalkanesDmitrii A. Aksenov0Nikolai A. Arutiunov1Vladimir V. Maliuga2Alexander V. Aksenov3Michael Rubin4Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., Stavropol 355017, Russian FederationDepartment of Chemistry, North Caucasus Federal University, 1a Pushkin St., Stavropol 355017, Russian FederationDepartment of Chemistry, North Caucasus Federal University, 1a Pushkin St., Stavropol 355017, Russian FederationDepartment of Chemistry, North Caucasus Federal University, 1a Pushkin St., Stavropol 355017, Russian FederationDepartment of Chemistry, North Caucasus Federal University, 1a Pushkin St., Stavropol 355017, Russian FederationImidazo[1,5-a]pyridines were efficiently prepared via the cyclization of 2-picolylamines with nitroalkanes electrophilically activated in the presence of phosphorous acid in polyphosphoric acid (PPA) medium.https://doi.org/10.3762/bjoc.16.239cyclizationheterocyclesimidazo[1,5-a]pyridinesnitroalkanespolyphosphoric acid
collection DOAJ
language English
format Article
sources DOAJ
author Dmitrii A. Aksenov
Nikolai A. Arutiunov
Vladimir V. Maliuga
Alexander V. Aksenov
Michael Rubin
spellingShingle Dmitrii A. Aksenov
Nikolai A. Arutiunov
Vladimir V. Maliuga
Alexander V. Aksenov
Michael Rubin
Synthesis of imidazo[1,5-a]pyridines via cyclocondensation of 2-(aminomethyl)pyridines with electrophilically activated nitroalkanes
Beilstein Journal of Organic Chemistry
cyclization
heterocycles
imidazo[1,5-a]pyridines
nitroalkanes
polyphosphoric acid
author_facet Dmitrii A. Aksenov
Nikolai A. Arutiunov
Vladimir V. Maliuga
Alexander V. Aksenov
Michael Rubin
author_sort Dmitrii A. Aksenov
title Synthesis of imidazo[1,5-a]pyridines via cyclocondensation of 2-(aminomethyl)pyridines with electrophilically activated nitroalkanes
title_short Synthesis of imidazo[1,5-a]pyridines via cyclocondensation of 2-(aminomethyl)pyridines with electrophilically activated nitroalkanes
title_full Synthesis of imidazo[1,5-a]pyridines via cyclocondensation of 2-(aminomethyl)pyridines with electrophilically activated nitroalkanes
title_fullStr Synthesis of imidazo[1,5-a]pyridines via cyclocondensation of 2-(aminomethyl)pyridines with electrophilically activated nitroalkanes
title_full_unstemmed Synthesis of imidazo[1,5-a]pyridines via cyclocondensation of 2-(aminomethyl)pyridines with electrophilically activated nitroalkanes
title_sort synthesis of imidazo[1,5-a]pyridines via cyclocondensation of 2-(aminomethyl)pyridines with electrophilically activated nitroalkanes
publisher Beilstein-Institut
series Beilstein Journal of Organic Chemistry
issn 1860-5397
publishDate 2020-11-01
description Imidazo[1,5-a]pyridines were efficiently prepared via the cyclization of 2-picolylamines with nitroalkanes electrophilically activated in the presence of phosphorous acid in polyphosphoric acid (PPA) medium.
topic cyclization
heterocycles
imidazo[1,5-a]pyridines
nitroalkanes
polyphosphoric acid
url https://doi.org/10.3762/bjoc.16.239
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