Ni-catalyzed hydroaminoalkylation of alkynes with amines

Allylic amines are versatile building blocks in organic synthesis and exist in bioactive compounds, but their synthesis via hydroaminoalkylation of alkynes with amines has been a formidable challenge. Here, we report a late transition metal Ni-catalyzed hydroaminoalkylation of alkynes with N-sulfony...

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Autores principales: Yao, Wei-Wei, Li, Ran, Chen, Hao, Chen, Ming-Kai, Luan, Yu-Xin, Wang, Yi, Yu, Zhi-Xiang, Ye, Mengchun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8217523/
https://www.ncbi.nlm.nih.gov/pubmed/34155203
http://dx.doi.org/10.1038/s41467-021-24032-9
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author Yao, Wei-Wei
Li, Ran
Chen, Hao
Chen, Ming-Kai
Luan, Yu-Xin
Wang, Yi
Yu, Zhi-Xiang
Ye, Mengchun
author_facet Yao, Wei-Wei
Li, Ran
Chen, Hao
Chen, Ming-Kai
Luan, Yu-Xin
Wang, Yi
Yu, Zhi-Xiang
Ye, Mengchun
author_sort Yao, Wei-Wei
collection PubMed
description Allylic amines are versatile building blocks in organic synthesis and exist in bioactive compounds, but their synthesis via hydroaminoalkylation of alkynes with amines has been a formidable challenge. Here, we report a late transition metal Ni-catalyzed hydroaminoalkylation of alkynes with N-sulfonyl amines, providing a series of allylic amines in up to 94% yield. Double ligands of N-heterocyclic carbene (IPr) and tricyclohexylphosphine (PCy(3)) effectively promote the reaction.
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spelling pubmed-82175232021-07-09 Ni-catalyzed hydroaminoalkylation of alkynes with amines Yao, Wei-Wei Li, Ran Chen, Hao Chen, Ming-Kai Luan, Yu-Xin Wang, Yi Yu, Zhi-Xiang Ye, Mengchun Nat Commun Article Allylic amines are versatile building blocks in organic synthesis and exist in bioactive compounds, but their synthesis via hydroaminoalkylation of alkynes with amines has been a formidable challenge. Here, we report a late transition metal Ni-catalyzed hydroaminoalkylation of alkynes with N-sulfonyl amines, providing a series of allylic amines in up to 94% yield. Double ligands of N-heterocyclic carbene (IPr) and tricyclohexylphosphine (PCy(3)) effectively promote the reaction. Nature Publishing Group UK 2021-06-21 /pmc/articles/PMC8217523/ /pubmed/34155203 http://dx.doi.org/10.1038/s41467-021-24032-9 Text en © The Author(s) 2021 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Article
Yao, Wei-Wei
Li, Ran
Chen, Hao
Chen, Ming-Kai
Luan, Yu-Xin
Wang, Yi
Yu, Zhi-Xiang
Ye, Mengchun
Ni-catalyzed hydroaminoalkylation of alkynes with amines
title Ni-catalyzed hydroaminoalkylation of alkynes with amines
title_full Ni-catalyzed hydroaminoalkylation of alkynes with amines
title_fullStr Ni-catalyzed hydroaminoalkylation of alkynes with amines
title_full_unstemmed Ni-catalyzed hydroaminoalkylation of alkynes with amines
title_short Ni-catalyzed hydroaminoalkylation of alkynes with amines
title_sort ni-catalyzed hydroaminoalkylation of alkynes with amines
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8217523/
https://www.ncbi.nlm.nih.gov/pubmed/34155203
http://dx.doi.org/10.1038/s41467-021-24032-9
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