One-pot synthesis of substituted quinolines and 3,3′-(arylmethylene)bis(1H-indoles) via a metal-free polyphosphoric acid-mediated acetylene hydrolysis strategy

Simple one-pot methods for the synthesis of polysubstituted quinolines and 3,3 ′-(arylmethylene) bis (1H-indoles) have been developed using a polyphosphoric acid-mediated alkynes hydrolysis strategy. Sequential addition of substituted alkynes to an o-nitro(o-aminophenyl)carbonyl compound under solve...

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Autors principals:	Arutiunov, N. A., Арутюнов, Н. А., Makieva, D. C., Макиева, Д. С., Zatsepilina, A. M., Зацепилина, А. М., Aksenova, I. V., Аксенова, И. В., Tolstov, K. V., Толстов, К. В., Shtal, D. A., Шталь, Д. А., Korneeva, A. A., Корнеева, А. А., Aleksandrova, E. V., Александрова, Е. В., Aksenov, A. V., Аксенов, А. В.
Format:	Статья
Idioma:	English
Publicat:	Elsevier Ltd 2025
Matèries:	Acetylenes Three-component reaction Heterocyclic compounds Hydrolysis Indoles Intramolecular cyclization Nucleophilic addition Polyphosphoric acid Propargyl alcohol Quinolines
Accés en línia:	https://dspace.ncfu.ru/handle/123456789/31111
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spelling	ir-123456789-311112025-07-10T14:37:08Z One-pot synthesis of substituted quinolines and 3,3′-(arylmethylene)bis(1H-indoles) via a metal-free polyphosphoric acid-mediated acetylene hydrolysis strategy Arutiunov, N. A. Арутюнов, Н. А. Makieva, D. C. Макиева, Д. С. Zatsepilina, A. M. Зацепилина, А. М. Aksenova, I. V. Аксенова, И. В. Tolstov, K. V. Толстов, К. В. Shtal, D. A. Шталь, Д. А. Korneeva, A. A. Корнеева, А. А. Aleksandrova, E. V. Александрова, Е. В. Aksenov, A. V. Аксенов, А. В. Acetylenes Three-component reaction Heterocyclic compounds Hydrolysis Indoles Intramolecular cyclization Nucleophilic addition Polyphosphoric acid Propargyl alcohol Quinolines Simple one-pot methods for the synthesis of polysubstituted quinolines and 3,3 ′-(arylmethylene) bis (1H-indoles) have been developed using a polyphosphoric acid-mediated alkynes hydrolysis strategy. Sequential addition of substituted alkynes to an o-nitro(o-aminophenyl)carbonyl compound under solvent-free conditions followed by cyclization in polyphosphoric acid afforded 15 diverse quinolines in good to excellent yields. Furthermore, a three-component reaction between aldehydes, acetylenes, and arylhydrazines provided a simple and rapid method for the synthesis of 3,3′-(arylmethylene)bis(1H-indoles) from readily available reagents 2025-07-10T14:34:42Z 2025-07-10T14:34:42Z 2025 Статья Arutiunov N.A., Makieva D.C., Zatsepilina A.M., Aksenova I.V., Tolstov K.V., Shtal D.A., Korneeva A.A., Alexandrova E.V., Aksenov A.V. One-pot synthesis of substituted quinolines and 3,3′-(arylmethylene)bis(1H-indoles) via a metal-free polyphosphoric acid-mediated acetylene hydrolysis strategy // Tetrahedron. - 2025. - 184. - art. no. 134801. - DOI: 10.1016/j.tet.2025.134801 https://dspace.ncfu.ru/handle/123456789/31111 en Tetrahedron application/pdf application/pdf Elsevier Ltd
institution	СКФУ
collection	Репозиторий
language	English
topic	Acetylenes Three-component reaction Heterocyclic compounds Hydrolysis Indoles Intramolecular cyclization Nucleophilic addition Polyphosphoric acid Propargyl alcohol Quinolines
spellingShingle	Acetylenes Three-component reaction Heterocyclic compounds Hydrolysis Indoles Intramolecular cyclization Nucleophilic addition Polyphosphoric acid Propargyl alcohol Quinolines Arutiunov, N. A. Арутюнов, Н. А. Makieva, D. C. Макиева, Д. С. Zatsepilina, A. M. Зацепилина, А. М. Aksenova, I. V. Аксенова, И. В. Tolstov, K. V. Толстов, К. В. Shtal, D. A. Шталь, Д. А. Korneeva, A. A. Корнеева, А. А. Aleksandrova, E. V. Александрова, Е. В. Aksenov, A. V. Аксенов, А. В. One-pot synthesis of substituted quinolines and 3,3′-(arylmethylene)bis(1H-indoles) via a metal-free polyphosphoric acid-mediated acetylene hydrolysis strategy
description	Simple one-pot methods for the synthesis of polysubstituted quinolines and 3,3 ′-(arylmethylene) bis (1H-indoles) have been developed using a polyphosphoric acid-mediated alkynes hydrolysis strategy. Sequential addition of substituted alkynes to an o-nitro(o-aminophenyl)carbonyl compound under solvent-free conditions followed by cyclization in polyphosphoric acid afforded 15 diverse quinolines in good to excellent yields. Furthermore, a three-component reaction between aldehydes, acetylenes, and arylhydrazines provided a simple and rapid method for the synthesis of 3,3′-(arylmethylene)bis(1H-indoles) from readily available reagents
format	Статья
author	Arutiunov, N. A. Арутюнов, Н. А. Makieva, D. C. Макиева, Д. С. Zatsepilina, A. M. Зацепилина, А. М. Aksenova, I. V. Аксенова, И. В. Tolstov, K. V. Толстов, К. В. Shtal, D. A. Шталь, Д. А. Korneeva, A. A. Корнеева, А. А. Aleksandrova, E. V. Александрова, Е. В. Aksenov, A. V. Аксенов, А. В.
author_facet	Arutiunov, N. A. Арутюнов, Н. А. Makieva, D. C. Макиева, Д. С. Zatsepilina, A. M. Зацепилина, А. М. Aksenova, I. V. Аксенова, И. В. Tolstov, K. V. Толстов, К. В. Shtal, D. A. Шталь, Д. А. Korneeva, A. A. Корнеева, А. А. Aleksandrova, E. V. Александрова, Е. В. Aksenov, A. V. Аксенов, А. В.
author_sort	Arutiunov, N. A.
title	One-pot synthesis of substituted quinolines and 3,3′-(arylmethylene)bis(1H-indoles) via a metal-free polyphosphoric acid-mediated acetylene hydrolysis strategy
title_short	One-pot synthesis of substituted quinolines and 3,3′-(arylmethylene)bis(1H-indoles) via a metal-free polyphosphoric acid-mediated acetylene hydrolysis strategy
title_full	One-pot synthesis of substituted quinolines and 3,3′-(arylmethylene)bis(1H-indoles) via a metal-free polyphosphoric acid-mediated acetylene hydrolysis strategy
title_fullStr	One-pot synthesis of substituted quinolines and 3,3′-(arylmethylene)bis(1H-indoles) via a metal-free polyphosphoric acid-mediated acetylene hydrolysis strategy
title_full_unstemmed	One-pot synthesis of substituted quinolines and 3,3′-(arylmethylene)bis(1H-indoles) via a metal-free polyphosphoric acid-mediated acetylene hydrolysis strategy
title_sort	one-pot synthesis of substituted quinolines and 3,3′-(arylmethylene)bis(1h-indoles) via a metal-free polyphosphoric acid-mediated acetylene hydrolysis strategy
publisher	Elsevier Ltd
publishDate	2025
url	https://dspace.ncfu.ru/handle/123456789/31111
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One-pot synthesis of substituted quinolines and 3,3′-(arylmethylene)bis(1H-indoles) via a metal-free polyphosphoric acid-mediated acetylene hydrolysis strategy

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