CuH-Catalyzed Selective N-Methylation of Amines Using Paraformaldehyde as a C1 Source

[Image: see text] Copper hydride (CuH) complexes have been proposed as key intermediates in synthesis and catalysis. Herein, we developed a highly efficient strategy for CuH-catalyzed N-methylation of aromatic and aliphatic amines using paraformaldehyde and polymethylhydrosiloxane (PMHS) under mild...

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Autores principales: Wang, Diedie, Lang, Wanglv, Wang, Wan, Zou, Qizhuang, Yang, Chunliang, Liu, Fei, Zhao, Tianxiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10448681/
https://www.ncbi.nlm.nih.gov/pubmed/37636962
http://dx.doi.org/10.1021/acsomega.3c04332
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author Wang, Diedie
Lang, Wanglv
Wang, Wan
Zou, Qizhuang
Yang, Chunliang
Liu, Fei
Zhao, Tianxiang
author_facet Wang, Diedie
Lang, Wanglv
Wang, Wan
Zou, Qizhuang
Yang, Chunliang
Liu, Fei
Zhao, Tianxiang
author_sort Wang, Diedie
collection PubMed
description [Image: see text] Copper hydride (CuH) complexes have been proposed as key intermediates in synthesis and catalysis. Herein, we developed a highly efficient strategy for CuH-catalyzed N-methylation of aromatic and aliphatic amines using paraformaldehyde and polymethylhydrosiloxane (PMHS) under mild reaction conditions. The reaction proceeded smoothly without additives to furnish the corresponding N-methylated products using cyclic(alkyl)(amino)carbene (CAAC)CuH as a reaction intermediate, which results from a reaction between PMHS and (CAAC)CuCl.
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spelling pubmed-104486812023-08-25 CuH-Catalyzed Selective N-Methylation of Amines Using Paraformaldehyde as a C1 Source Wang, Diedie Lang, Wanglv Wang, Wan Zou, Qizhuang Yang, Chunliang Liu, Fei Zhao, Tianxiang ACS Omega [Image: see text] Copper hydride (CuH) complexes have been proposed as key intermediates in synthesis and catalysis. Herein, we developed a highly efficient strategy for CuH-catalyzed N-methylation of aromatic and aliphatic amines using paraformaldehyde and polymethylhydrosiloxane (PMHS) under mild reaction conditions. The reaction proceeded smoothly without additives to furnish the corresponding N-methylated products using cyclic(alkyl)(amino)carbene (CAAC)CuH as a reaction intermediate, which results from a reaction between PMHS and (CAAC)CuCl. American Chemical Society 2023-08-09 /pmc/articles/PMC10448681/ /pubmed/37636962 http://dx.doi.org/10.1021/acsomega.3c04332 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Wang, Diedie
Lang, Wanglv
Wang, Wan
Zou, Qizhuang
Yang, Chunliang
Liu, Fei
Zhao, Tianxiang
CuH-Catalyzed Selective N-Methylation of Amines Using Paraformaldehyde as a C1 Source
title CuH-Catalyzed Selective N-Methylation of Amines Using Paraformaldehyde as a C1 Source
title_full CuH-Catalyzed Selective N-Methylation of Amines Using Paraformaldehyde as a C1 Source
title_fullStr CuH-Catalyzed Selective N-Methylation of Amines Using Paraformaldehyde as a C1 Source
title_full_unstemmed CuH-Catalyzed Selective N-Methylation of Amines Using Paraformaldehyde as a C1 Source
title_short CuH-Catalyzed Selective N-Methylation of Amines Using Paraformaldehyde as a C1 Source
title_sort cuh-catalyzed selective n-methylation of amines using paraformaldehyde as a c1 source
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10448681/
https://www.ncbi.nlm.nih.gov/pubmed/37636962
http://dx.doi.org/10.1021/acsomega.3c04332
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