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Palladium-catalyzed addition of acylsilanes across alkynes via the activation of a C–Si bond

Palladium-catalyzed addition of a C–Si bond in acylsilanes across the triple bonds in an alkyne bearing a carbonyl group at one terminal is reported. The reaction proceeds with excellent regioselectivity, in which a silyl group is incorporated into the carbon α to the carbonyl group, allowing for st...

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Autores principales: Inagaki, Tetsuya, Ando, Takahiro, Sakurai, Shun, Yamanaka, Masahiro, Tobisu, Mamoru
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9993849/
https://www.ncbi.nlm.nih.gov/pubmed/36908943
http://dx.doi.org/10.1039/d3sc00181d
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author Inagaki, Tetsuya
Ando, Takahiro
Sakurai, Shun
Yamanaka, Masahiro
Tobisu, Mamoru
author_facet Inagaki, Tetsuya
Ando, Takahiro
Sakurai, Shun
Yamanaka, Masahiro
Tobisu, Mamoru
author_sort Inagaki, Tetsuya
collection PubMed
description Palladium-catalyzed addition of a C–Si bond in acylsilanes across the triple bonds in an alkyne bearing a carbonyl group at one terminal is reported. The reaction proceeds with excellent regioselectivity, in which a silyl group is incorporated into the carbon α to the carbonyl group, allowing for straightforward access to a variety of functionalized alkenylsilane derivatives. Catalytic synthesis of indanones by annulation between acylsilanes and alkynes with an identical catalytic system is also reported.
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spelling pubmed-99938492023-03-09 Palladium-catalyzed addition of acylsilanes across alkynes via the activation of a C–Si bond Inagaki, Tetsuya Ando, Takahiro Sakurai, Shun Yamanaka, Masahiro Tobisu, Mamoru Chem Sci Chemistry Palladium-catalyzed addition of a C–Si bond in acylsilanes across the triple bonds in an alkyne bearing a carbonyl group at one terminal is reported. The reaction proceeds with excellent regioselectivity, in which a silyl group is incorporated into the carbon α to the carbonyl group, allowing for straightforward access to a variety of functionalized alkenylsilane derivatives. Catalytic synthesis of indanones by annulation between acylsilanes and alkynes with an identical catalytic system is also reported. The Royal Society of Chemistry 2023-02-13 /pmc/articles/PMC9993849/ /pubmed/36908943 http://dx.doi.org/10.1039/d3sc00181d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Inagaki, Tetsuya
Ando, Takahiro
Sakurai, Shun
Yamanaka, Masahiro
Tobisu, Mamoru
Palladium-catalyzed addition of acylsilanes across alkynes via the activation of a C–Si bond
title Palladium-catalyzed addition of acylsilanes across alkynes via the activation of a C–Si bond
title_full Palladium-catalyzed addition of acylsilanes across alkynes via the activation of a C–Si bond
title_fullStr Palladium-catalyzed addition of acylsilanes across alkynes via the activation of a C–Si bond
title_full_unstemmed Palladium-catalyzed addition of acylsilanes across alkynes via the activation of a C–Si bond
title_short Palladium-catalyzed addition of acylsilanes across alkynes via the activation of a C–Si bond
title_sort palladium-catalyzed addition of acylsilanes across alkynes via the activation of a c–si bond
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9993849/
https://www.ncbi.nlm.nih.gov/pubmed/36908943
http://dx.doi.org/10.1039/d3sc00181d
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