Cargando…

Cu-catalyzed carboboration of acetylene with Michael acceptors

A copper-catalyzed three-component carboboration of acetylene with B(2)Pin(2) and Michael acceptors is reported. In this reaction, a cheap and abundant C2 chemical feedstock, acetylene, was used as a starting material to afford cis-alkenyl boronates bearing a homoallylic carbonyl group. The reaction...

Descripción completa

Detalles Bibliográficos
Autores principales: Cheng, Tairan, Liu, Boxiang, Wu, Rui, Zhu, Shifa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9241969/
https://www.ncbi.nlm.nih.gov/pubmed/35872813
http://dx.doi.org/10.1039/d2sc02306g
_version_ 1784737946599948288
author Cheng, Tairan
Liu, Boxiang
Wu, Rui
Zhu, Shifa
author_facet Cheng, Tairan
Liu, Boxiang
Wu, Rui
Zhu, Shifa
author_sort Cheng, Tairan
collection PubMed
description A copper-catalyzed three-component carboboration of acetylene with B(2)Pin(2) and Michael acceptors is reported. In this reaction, a cheap and abundant C2 chemical feedstock, acetylene, was used as a starting material to afford cis-alkenyl boronates bearing a homoallylic carbonyl group. The reaction was robust and could be reliably performed on the molar scale. Furthermore, the resulting cis-alkenyl boronates could be converted to diverse functionalized molecules with ease.
format Online
Article
Text
id pubmed-9241969
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-92419692022-07-22 Cu-catalyzed carboboration of acetylene with Michael acceptors Cheng, Tairan Liu, Boxiang Wu, Rui Zhu, Shifa Chem Sci Chemistry A copper-catalyzed three-component carboboration of acetylene with B(2)Pin(2) and Michael acceptors is reported. In this reaction, a cheap and abundant C2 chemical feedstock, acetylene, was used as a starting material to afford cis-alkenyl boronates bearing a homoallylic carbonyl group. The reaction was robust and could be reliably performed on the molar scale. Furthermore, the resulting cis-alkenyl boronates could be converted to diverse functionalized molecules with ease. The Royal Society of Chemistry 2022-06-08 /pmc/articles/PMC9241969/ /pubmed/35872813 http://dx.doi.org/10.1039/d2sc02306g Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Cheng, Tairan
Liu, Boxiang
Wu, Rui
Zhu, Shifa
Cu-catalyzed carboboration of acetylene with Michael acceptors
title Cu-catalyzed carboboration of acetylene with Michael acceptors
title_full Cu-catalyzed carboboration of acetylene with Michael acceptors
title_fullStr Cu-catalyzed carboboration of acetylene with Michael acceptors
title_full_unstemmed Cu-catalyzed carboboration of acetylene with Michael acceptors
title_short Cu-catalyzed carboboration of acetylene with Michael acceptors
title_sort cu-catalyzed carboboration of acetylene with michael acceptors
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9241969/
https://www.ncbi.nlm.nih.gov/pubmed/35872813
http://dx.doi.org/10.1039/d2sc02306g
work_keys_str_mv AT chengtairan cucatalyzedcarboborationofacetylenewithmichaelacceptors
AT liuboxiang cucatalyzedcarboborationofacetylenewithmichaelacceptors
AT wurui cucatalyzedcarboborationofacetylenewithmichaelacceptors
AT zhushifa cucatalyzedcarboborationofacetylenewithmichaelacceptors