Base-Promoted One-Pot Synthesis of Pyridine Derivatives via Aromatic Alkyne Annulation Using Benzamides as Nitrogen Source

In the presence of Cs<sub>2</sub>CO<sub>3</sub>, the first simple, efficient, and one-pot procedure for the synthesis of 3,5-diaryl pyridines via a variety of aromatic terminal alkynes with benzamides as the nitrogen source in sulfolane is described. The formation of pyridine...

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Autores principales:	Hina Mehmood, Muhammad Asif Iqbal, Muhammad Naeem Ashiq, Ruimao Hua
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	base-promoted alkyne annulation pyridine derivatives benzamide as nitrogen source Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/fd414f594fda4315b0c92013718529d2
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id	oai:doaj.org-article:fd414f594fda4315b0c92013718529d2
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spelling	oai:doaj.org-article:fd414f594fda4315b0c92013718529d22021-11-11T18:34:30ZBase-Promoted One-Pot Synthesis of Pyridine Derivatives via Aromatic Alkyne Annulation Using Benzamides as Nitrogen Source10.3390/molecules262165991420-3049https://doaj.org/article/fd414f594fda4315b0c92013718529d22021-10-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/21/6599https://doaj.org/toc/1420-3049In the presence of Cs<sub>2</sub>CO<sub>3</sub>, the first simple, efficient, and one-pot procedure for the synthesis of 3,5-diaryl pyridines via a variety of aromatic terminal alkynes with benzamides as the nitrogen source in sulfolane is described. The formation of pyridine derivatives accompanies the outcome of 1,3-diaryl propenes, which are also useful intermediates in organic synthesis. Thus, pyridine ring results from a formal [2+2+1+1] cyclocondensation of three alkynes with benzamides, and one of the alkynes provides one carbon, whilst benzamides provide a nitrogen source only. A new transformation of alkynes as well as new utility of benzamide are found in this work.Hina MehmoodMuhammad Asif IqbalMuhammad Naeem AshiqRuimao HuaMDPI AGarticlebase-promotedalkyne annulationpyridine derivativesbenzamide as nitrogen sourceOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6599, p 6599 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	base-promoted alkyne annulation pyridine derivatives benzamide as nitrogen source Organic chemistry QD241-441
spellingShingle	base-promoted alkyne annulation pyridine derivatives benzamide as nitrogen source Organic chemistry QD241-441 Hina Mehmood Muhammad Asif Iqbal Muhammad Naeem Ashiq Ruimao Hua Base-Promoted One-Pot Synthesis of Pyridine Derivatives via Aromatic Alkyne Annulation Using Benzamides as Nitrogen Source
description	In the presence of Cs<sub>2</sub>CO<sub>3</sub>, the first simple, efficient, and one-pot procedure for the synthesis of 3,5-diaryl pyridines via a variety of aromatic terminal alkynes with benzamides as the nitrogen source in sulfolane is described. The formation of pyridine derivatives accompanies the outcome of 1,3-diaryl propenes, which are also useful intermediates in organic synthesis. Thus, pyridine ring results from a formal [2+2+1+1] cyclocondensation of three alkynes with benzamides, and one of the alkynes provides one carbon, whilst benzamides provide a nitrogen source only. A new transformation of alkynes as well as new utility of benzamide are found in this work.
format	article
author	Hina Mehmood Muhammad Asif Iqbal Muhammad Naeem Ashiq Ruimao Hua
author_facet	Hina Mehmood Muhammad Asif Iqbal Muhammad Naeem Ashiq Ruimao Hua
author_sort	Hina Mehmood
title	Base-Promoted One-Pot Synthesis of Pyridine Derivatives via Aromatic Alkyne Annulation Using Benzamides as Nitrogen Source
title_short	Base-Promoted One-Pot Synthesis of Pyridine Derivatives via Aromatic Alkyne Annulation Using Benzamides as Nitrogen Source
title_full	Base-Promoted One-Pot Synthesis of Pyridine Derivatives via Aromatic Alkyne Annulation Using Benzamides as Nitrogen Source
title_fullStr	Base-Promoted One-Pot Synthesis of Pyridine Derivatives via Aromatic Alkyne Annulation Using Benzamides as Nitrogen Source
title_full_unstemmed	Base-Promoted One-Pot Synthesis of Pyridine Derivatives via Aromatic Alkyne Annulation Using Benzamides as Nitrogen Source
title_sort	base-promoted one-pot synthesis of pyridine derivatives via aromatic alkyne annulation using benzamides as nitrogen source
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/fd414f594fda4315b0c92013718529d2
work_keys_str_mv	AT hinamehmood basepromotedonepotsynthesisofpyridinederivativesviaaromaticalkyneannulationusingbenzamidesasnitrogensource AT muhammadasifiqbal basepromotedonepotsynthesisofpyridinederivativesviaaromaticalkyneannulationusingbenzamidesasnitrogensource AT muhammadnaeemashiq basepromotedonepotsynthesisofpyridinederivativesviaaromaticalkyneannulationusingbenzamidesasnitrogensource AT ruimaohua basepromotedonepotsynthesisofpyridinederivativesviaaromaticalkyneannulationusingbenzamidesasnitrogensource
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Base-Promoted One-Pot Synthesis of Pyridine Derivatives via Aromatic Alkyne Annulation Using Benzamides as Nitrogen Source

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