Electrophilic trifluoromethylselenolation of terminal alkynes with Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate

Herein the nucleophilic addition of Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate, a stable and easy-to-handle reagent, to alkynes is described. This reaction provides trifluoromethylselenylated vinyl sulfones with good results and the method was extended also to higher fluorinated homologs....

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Autores principales: Ghiazza, Clément, Tlili, Anis, Billard, Thierry
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2017
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5727788/
https://www.ncbi.nlm.nih.gov/pubmed/29259673
http://dx.doi.org/10.3762/bjoc.13.260
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author Ghiazza, Clément
Tlili, Anis
Billard, Thierry
author_facet Ghiazza, Clément
Tlili, Anis
Billard, Thierry
author_sort Ghiazza, Clément
collection PubMed
description Herein the nucleophilic addition of Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate, a stable and easy-to-handle reagent, to alkynes is described. This reaction provides trifluoromethylselenylated vinyl sulfones with good results and the method was extended also to higher fluorinated homologs. The obtained compounds are valuable building blocks for further syntheses of fluoroalkylselenolated molecules.
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spelling pubmed-57277882017-12-19 Electrophilic trifluoromethylselenolation of terminal alkynes with Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate Ghiazza, Clément Tlili, Anis Billard, Thierry Beilstein J Org Chem Full Research Paper Herein the nucleophilic addition of Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate, a stable and easy-to-handle reagent, to alkynes is described. This reaction provides trifluoromethylselenylated vinyl sulfones with good results and the method was extended also to higher fluorinated homologs. The obtained compounds are valuable building blocks for further syntheses of fluoroalkylselenolated molecules. Beilstein-Institut 2017-12-07 /pmc/articles/PMC5727788/ /pubmed/29259673 http://dx.doi.org/10.3762/bjoc.13.260 Text en Copyright © 2017, Ghiazza et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Ghiazza, Clément
Tlili, Anis
Billard, Thierry
Electrophilic trifluoromethylselenolation of terminal alkynes with Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate
title Electrophilic trifluoromethylselenolation of terminal alkynes with Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate
title_full Electrophilic trifluoromethylselenolation of terminal alkynes with Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate
title_fullStr Electrophilic trifluoromethylselenolation of terminal alkynes with Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate
title_full_unstemmed Electrophilic trifluoromethylselenolation of terminal alkynes with Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate
title_short Electrophilic trifluoromethylselenolation of terminal alkynes with Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate
title_sort electrophilic trifluoromethylselenolation of terminal alkynes with se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5727788/
https://www.ncbi.nlm.nih.gov/pubmed/29259673
http://dx.doi.org/10.3762/bjoc.13.260
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