Cargando…
Visible Light Photoredox Cross-Coupling of Acyl Chlorides with Potassium Alkoxymethyltrifluoroborates: Synthesis of α-Alkoxyketones
[Image: see text] A visible-light, single-electron-transfer (SET), photoredox cross-coupling for the synthesis of α-alkoxyketones has been developed. In this method, various aliphatic and aromatic acyl chlorides were successfully coupled with structurally diverse potassium alkoxymethyltrifluoroborat...
Autores principales: | , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American
Chemical Society
2016
|
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5290490/ https://www.ncbi.nlm.nih.gov/pubmed/26828576 http://dx.doi.org/10.1021/acs.orglett.5b03705 |
_version_ | 1782504642041610240 |
---|---|
author | Amani, Javad Sodagar, Esmat Molander, Gary A. |
author_facet | Amani, Javad Sodagar, Esmat Molander, Gary A. |
author_sort | Amani, Javad |
collection | PubMed |
description | [Image: see text] A visible-light, single-electron-transfer (SET), photoredox cross-coupling for the synthesis of α-alkoxyketones has been developed. In this method, various aliphatic and aromatic acyl chlorides were successfully coupled with structurally diverse potassium alkoxymethyltrifluoroborates, producing the corresponding α-alkoxyketones with high yields. In this operationally simple and mild cross-coupling protocol, the desired ketones are obtained in one step from bench stable starting materials by a bond connection that is unique to both alkylboron chemistry and photoredox/Ni catalysis. |
format | Online Article Text |
id | pubmed-5290490 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | American
Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-52904902017-02-06 Visible Light Photoredox Cross-Coupling of Acyl Chlorides with Potassium Alkoxymethyltrifluoroborates: Synthesis of α-Alkoxyketones Amani, Javad Sodagar, Esmat Molander, Gary A. Org Lett [Image: see text] A visible-light, single-electron-transfer (SET), photoredox cross-coupling for the synthesis of α-alkoxyketones has been developed. In this method, various aliphatic and aromatic acyl chlorides were successfully coupled with structurally diverse potassium alkoxymethyltrifluoroborates, producing the corresponding α-alkoxyketones with high yields. In this operationally simple and mild cross-coupling protocol, the desired ketones are obtained in one step from bench stable starting materials by a bond connection that is unique to both alkylboron chemistry and photoredox/Ni catalysis. American Chemical Society 2016-02-01 2016-02-19 /pmc/articles/PMC5290490/ /pubmed/26828576 http://dx.doi.org/10.1021/acs.orglett.5b03705 Text en Copyright © 2016 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Amani, Javad Sodagar, Esmat Molander, Gary A. Visible Light Photoredox Cross-Coupling of Acyl Chlorides with Potassium Alkoxymethyltrifluoroborates: Synthesis of α-Alkoxyketones |
title | Visible Light Photoredox Cross-Coupling of Acyl Chlorides
with Potassium Alkoxymethyltrifluoroborates: Synthesis
of α-Alkoxyketones |
title_full | Visible Light Photoredox Cross-Coupling of Acyl Chlorides
with Potassium Alkoxymethyltrifluoroborates: Synthesis
of α-Alkoxyketones |
title_fullStr | Visible Light Photoredox Cross-Coupling of Acyl Chlorides
with Potassium Alkoxymethyltrifluoroborates: Synthesis
of α-Alkoxyketones |
title_full_unstemmed | Visible Light Photoredox Cross-Coupling of Acyl Chlorides
with Potassium Alkoxymethyltrifluoroborates: Synthesis
of α-Alkoxyketones |
title_short | Visible Light Photoredox Cross-Coupling of Acyl Chlorides
with Potassium Alkoxymethyltrifluoroborates: Synthesis
of α-Alkoxyketones |
title_sort | visible light photoredox cross-coupling of acyl chlorides
with potassium alkoxymethyltrifluoroborates: synthesis
of α-alkoxyketones |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5290490/ https://www.ncbi.nlm.nih.gov/pubmed/26828576 http://dx.doi.org/10.1021/acs.orglett.5b03705 |
work_keys_str_mv | AT amanijavad visiblelightphotoredoxcrosscouplingofacylchlorideswithpotassiumalkoxymethyltrifluoroboratessynthesisofaalkoxyketones AT sodagaresmat visiblelightphotoredoxcrosscouplingofacylchlorideswithpotassiumalkoxymethyltrifluoroboratessynthesisofaalkoxyketones AT molandergarya visiblelightphotoredoxcrosscouplingofacylchlorideswithpotassiumalkoxymethyltrifluoroboratessynthesisofaalkoxyketones |