Regioselective Mercury(I)/Palladium(II)-Catalyzed Single-Step Approach for the Synthesis of Imines and 2-Substituted Indoles

An efficient synthesis of ketimines was achieved through a regioselective Hg(I)-catalyzed hydroamination of terminal acetylenes in the presence of anilines. The Pd(II)-catalyzed cyclization of these imines into the 2-substituted indoles was satisfactorily carried out by a C-H activation. In a single...

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Autores principales: Gutiérrez, Rsuini U., Hernández-Montes, Mayra, Mendieta-Moctezuma, Aarón, Delgado, Francisco, Tamariz, Joaquín
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8271454/
https://www.ncbi.nlm.nih.gov/pubmed/34279432
http://dx.doi.org/10.3390/molecules26134092
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author Gutiérrez, Rsuini U.
Hernández-Montes, Mayra
Mendieta-Moctezuma, Aarón
Delgado, Francisco
Tamariz, Joaquín
author_facet Gutiérrez, Rsuini U.
Hernández-Montes, Mayra
Mendieta-Moctezuma, Aarón
Delgado, Francisco
Tamariz, Joaquín
author_sort Gutiérrez, Rsuini U.
collection PubMed
description An efficient synthesis of ketimines was achieved through a regioselective Hg(I)-catalyzed hydroamination of terminal acetylenes in the presence of anilines. The Pd(II)-catalyzed cyclization of these imines into the 2-substituted indoles was satisfactorily carried out by a C-H activation. In a single-step approach, a variety of 2-substituted indoles were also generated via a Hg(I)/Pd(II)-catalyzed, one-pot, two-step process, starting from anilines and terminal acetylenes. The arylacetylenes proved to be more effective than the alkyl derivatives.
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spelling pubmed-82714542021-07-11 Regioselective Mercury(I)/Palladium(II)-Catalyzed Single-Step Approach for the Synthesis of Imines and 2-Substituted Indoles Gutiérrez, Rsuini U. Hernández-Montes, Mayra Mendieta-Moctezuma, Aarón Delgado, Francisco Tamariz, Joaquín Molecules Article An efficient synthesis of ketimines was achieved through a regioselective Hg(I)-catalyzed hydroamination of terminal acetylenes in the presence of anilines. The Pd(II)-catalyzed cyclization of these imines into the 2-substituted indoles was satisfactorily carried out by a C-H activation. In a single-step approach, a variety of 2-substituted indoles were also generated via a Hg(I)/Pd(II)-catalyzed, one-pot, two-step process, starting from anilines and terminal acetylenes. The arylacetylenes proved to be more effective than the alkyl derivatives. MDPI 2021-07-05 /pmc/articles/PMC8271454/ /pubmed/34279432 http://dx.doi.org/10.3390/molecules26134092 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Gutiérrez, Rsuini U.
Hernández-Montes, Mayra
Mendieta-Moctezuma, Aarón
Delgado, Francisco
Tamariz, Joaquín
Regioselective Mercury(I)/Palladium(II)-Catalyzed Single-Step Approach for the Synthesis of Imines and 2-Substituted Indoles
title Regioselective Mercury(I)/Palladium(II)-Catalyzed Single-Step Approach for the Synthesis of Imines and 2-Substituted Indoles
title_full Regioselective Mercury(I)/Palladium(II)-Catalyzed Single-Step Approach for the Synthesis of Imines and 2-Substituted Indoles
title_fullStr Regioselective Mercury(I)/Palladium(II)-Catalyzed Single-Step Approach for the Synthesis of Imines and 2-Substituted Indoles
title_full_unstemmed Regioselective Mercury(I)/Palladium(II)-Catalyzed Single-Step Approach for the Synthesis of Imines and 2-Substituted Indoles
title_short Regioselective Mercury(I)/Palladium(II)-Catalyzed Single-Step Approach for the Synthesis of Imines and 2-Substituted Indoles
title_sort regioselective mercury(i)/palladium(ii)-catalyzed single-step approach for the synthesis of imines and 2-substituted indoles
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8271454/
https://www.ncbi.nlm.nih.gov/pubmed/34279432
http://dx.doi.org/10.3390/molecules26134092
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