Amine–borane complex-initiated SF(5)Cl radical addition on alkenes and alkynes

The SF(5)Cl radical addition on unsaturated compounds was performed using an air-stable amine–borane complex as the radical initiator. This method showed to be complementary to the classic Et(3)B-mediated SF(5)Cl addition on alkenes and alkynes. A total of seven alkene and three alkyne derivatives w...

Descripción completa

Detalles Bibliográficos
Autores principales: Gilbert, Audrey, Langowski, Pauline, Delgado, Marine, Chabaud, Laurent, Pucheault, Mathieu, Paquin, Jean-François
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2020
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7753108/
https://www.ncbi.nlm.nih.gov/pubmed/33414854
http://dx.doi.org/10.3762/bjoc.16.256
_version_ 1783626000118054912
author Gilbert, Audrey
Langowski, Pauline
Delgado, Marine
Chabaud, Laurent
Pucheault, Mathieu
Paquin, Jean-François
author_facet Gilbert, Audrey
Langowski, Pauline
Delgado, Marine
Chabaud, Laurent
Pucheault, Mathieu
Paquin, Jean-François
author_sort Gilbert, Audrey
collection PubMed
description The SF(5)Cl radical addition on unsaturated compounds was performed using an air-stable amine–borane complex as the radical initiator. This method showed to be complementary to the classic Et(3)B-mediated SF(5)Cl addition on alkenes and alkynes. A total of seven alkene and three alkyne derivatives were tested in the reaction, with yields ranging from 3% to 85%.
format Online
Article
Text
id pubmed-7753108
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-77531082021-01-06 Amine–borane complex-initiated SF(5)Cl radical addition on alkenes and alkynes Gilbert, Audrey Langowski, Pauline Delgado, Marine Chabaud, Laurent Pucheault, Mathieu Paquin, Jean-François Beilstein J Org Chem Full Research Paper The SF(5)Cl radical addition on unsaturated compounds was performed using an air-stable amine–borane complex as the radical initiator. This method showed to be complementary to the classic Et(3)B-mediated SF(5)Cl addition on alkenes and alkynes. A total of seven alkene and three alkyne derivatives were tested in the reaction, with yields ranging from 3% to 85%. Beilstein-Institut 2020-12-16 /pmc/articles/PMC7753108/ /pubmed/33414854 http://dx.doi.org/10.3762/bjoc.16.256 Text en Copyright © 2020, Gilbert et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/terms/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the author(s) and source are credited and that individual graphics may be subject to special legal provisions. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms/terms)
spellingShingle Full Research Paper
Gilbert, Audrey
Langowski, Pauline
Delgado, Marine
Chabaud, Laurent
Pucheault, Mathieu
Paquin, Jean-François
Amine–borane complex-initiated SF(5)Cl radical addition on alkenes and alkynes
title Amine–borane complex-initiated SF(5)Cl radical addition on alkenes and alkynes
title_full Amine–borane complex-initiated SF(5)Cl radical addition on alkenes and alkynes
title_fullStr Amine–borane complex-initiated SF(5)Cl radical addition on alkenes and alkynes
title_full_unstemmed Amine–borane complex-initiated SF(5)Cl radical addition on alkenes and alkynes
title_short Amine–borane complex-initiated SF(5)Cl radical addition on alkenes and alkynes
title_sort amine–borane complex-initiated sf(5)cl radical addition on alkenes and alkynes
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7753108/
https://www.ncbi.nlm.nih.gov/pubmed/33414854
http://dx.doi.org/10.3762/bjoc.16.256
work_keys_str_mv AT gilbertaudrey amineboranecomplexinitiatedsf5clradicaladditiononalkenesandalkynes
AT langowskipauline amineboranecomplexinitiatedsf5clradicaladditiononalkenesandalkynes
AT delgadomarine amineboranecomplexinitiatedsf5clradicaladditiononalkenesandalkynes
AT chabaudlaurent amineboranecomplexinitiatedsf5clradicaladditiononalkenesandalkynes
AT pucheaultmathieu amineboranecomplexinitiatedsf5clradicaladditiononalkenesandalkynes
AT paquinjeanfrancois amineboranecomplexinitiatedsf5clradicaladditiononalkenesandalkynes

Ejemplares similares