Cargando…
Copper-mediated aerobic trifluoromethyltelluration of boronic acids with [Me(4)N][TeCF(3)]
A copper-mediated trifluoromethyltelluration of arylboronic acids with [Me(4)N][TeCF(3)] using air as an environmental friendly oxidant is presented. The reaction proceeded smoothly under mild conditions in the presence of Cu(OTf)(2) and bipyridine to provide the corresponding trifluoromethyltellura...
Autores principales: | , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Elsevier
2022
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9709198/ https://www.ncbi.nlm.nih.gov/pubmed/36465124 http://dx.doi.org/10.1016/j.isci.2022.105566 |
_version_ | 1784841094979125248 |
---|---|
author | Dong, Jing-Yan Wang, Hao-Nan Xie, Yan-Qian Zhang, Cheng-Pan |
author_facet | Dong, Jing-Yan Wang, Hao-Nan Xie, Yan-Qian Zhang, Cheng-Pan |
author_sort | Dong, Jing-Yan |
collection | PubMed |
description | A copper-mediated trifluoromethyltelluration of arylboronic acids with [Me(4)N][TeCF(3)] using air as an environmental friendly oxidant is presented. The reaction proceeded smoothly under mild conditions in the presence of Cu(OTf)(2) and bipyridine to provide the corresponding trifluoromethyltellurated products in good yields. Vinylboronic acid and arylboronic acid pinacol ester were also suitable substrates in the conversion but the yields are low. This transformation featured simplicity, good functional group tolerance, and a wide range of substrates, allowing for a convenient access to various TeCF(3)-containing molecules, and represented the first Chan-Lam type trifluoromethyltelluration with the highly reactive [Me(4)N][TeCF(3)] salt. |
format | Online Article Text |
id | pubmed-9709198 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | Elsevier |
record_format | MEDLINE/PubMed |
spelling | pubmed-97091982022-12-01 Copper-mediated aerobic trifluoromethyltelluration of boronic acids with [Me(4)N][TeCF(3)] Dong, Jing-Yan Wang, Hao-Nan Xie, Yan-Qian Zhang, Cheng-Pan iScience Article A copper-mediated trifluoromethyltelluration of arylboronic acids with [Me(4)N][TeCF(3)] using air as an environmental friendly oxidant is presented. The reaction proceeded smoothly under mild conditions in the presence of Cu(OTf)(2) and bipyridine to provide the corresponding trifluoromethyltellurated products in good yields. Vinylboronic acid and arylboronic acid pinacol ester were also suitable substrates in the conversion but the yields are low. This transformation featured simplicity, good functional group tolerance, and a wide range of substrates, allowing for a convenient access to various TeCF(3)-containing molecules, and represented the first Chan-Lam type trifluoromethyltelluration with the highly reactive [Me(4)N][TeCF(3)] salt. Elsevier 2022-11-15 /pmc/articles/PMC9709198/ /pubmed/36465124 http://dx.doi.org/10.1016/j.isci.2022.105566 Text en © 2022 The Author(s) https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/). |
spellingShingle | Article Dong, Jing-Yan Wang, Hao-Nan Xie, Yan-Qian Zhang, Cheng-Pan Copper-mediated aerobic trifluoromethyltelluration of boronic acids with [Me(4)N][TeCF(3)] |
title | Copper-mediated aerobic trifluoromethyltelluration of boronic acids with [Me(4)N][TeCF(3)] |
title_full | Copper-mediated aerobic trifluoromethyltelluration of boronic acids with [Me(4)N][TeCF(3)] |
title_fullStr | Copper-mediated aerobic trifluoromethyltelluration of boronic acids with [Me(4)N][TeCF(3)] |
title_full_unstemmed | Copper-mediated aerobic trifluoromethyltelluration of boronic acids with [Me(4)N][TeCF(3)] |
title_short | Copper-mediated aerobic trifluoromethyltelluration of boronic acids with [Me(4)N][TeCF(3)] |
title_sort | copper-mediated aerobic trifluoromethyltelluration of boronic acids with [me(4)n][tecf(3)] |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9709198/ https://www.ncbi.nlm.nih.gov/pubmed/36465124 http://dx.doi.org/10.1016/j.isci.2022.105566 |
work_keys_str_mv | AT dongjingyan coppermediatedaerobictrifluoromethyltellurationofboronicacidswithme4ntecf3 AT wanghaonan coppermediatedaerobictrifluoromethyltellurationofboronicacidswithme4ntecf3 AT xieyanqian coppermediatedaerobictrifluoromethyltellurationofboronicacidswithme4ntecf3 AT zhangchengpan coppermediatedaerobictrifluoromethyltellurationofboronicacidswithme4ntecf3 |