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Difluoroalkylation of Anilines via Photoinduced Methods
[Image: see text] The development of sustainable and mild protocols for the fluoroalkylation of organic backbones is of current interest in chemical organic synthesis. Herein, we present operationally simple and practical transition-metal-free methods for the preparation of difluoroalkyl anilines. F...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10476199/ https://www.ncbi.nlm.nih.gov/pubmed/37585266 http://dx.doi.org/10.1021/acs.joc.3c01298 |
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author | Gallego-Gamo, Albert Granados, Albert Pleixats, Roser Gimbert-Suriñach, Carolina Vallribera, Adelina |
author_facet | Gallego-Gamo, Albert Granados, Albert Pleixats, Roser Gimbert-Suriñach, Carolina Vallribera, Adelina |
author_sort | Gallego-Gamo, Albert |
collection | PubMed |
description | [Image: see text] The development of sustainable and mild protocols for the fluoroalkylation of organic backbones is of current interest in chemical organic synthesis. Herein, we present operationally simple and practical transition-metal-free methods for the preparation of difluoroalkyl anilines. First, a visible-light organophotocatalytic system working via oxidative quenching is described, providing access to a wide range of difluoroalkyl anilines under mild conditions. In addition, the formation of an unprecedented electron donor–acceptor (EDA) complex between anilines and ethyl difluoroiodoacetate is reported and exploited as an alternative, efficient, and straightforward strategy to prepare difluoroalkyl derivatives. |
format | Online Article Text |
id | pubmed-10476199 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-104761992023-09-05 Difluoroalkylation of Anilines via Photoinduced Methods Gallego-Gamo, Albert Granados, Albert Pleixats, Roser Gimbert-Suriñach, Carolina Vallribera, Adelina J Org Chem [Image: see text] The development of sustainable and mild protocols for the fluoroalkylation of organic backbones is of current interest in chemical organic synthesis. Herein, we present operationally simple and practical transition-metal-free methods for the preparation of difluoroalkyl anilines. First, a visible-light organophotocatalytic system working via oxidative quenching is described, providing access to a wide range of difluoroalkyl anilines under mild conditions. In addition, the formation of an unprecedented electron donor–acceptor (EDA) complex between anilines and ethyl difluoroiodoacetate is reported and exploited as an alternative, efficient, and straightforward strategy to prepare difluoroalkyl derivatives. American Chemical Society 2023-08-16 /pmc/articles/PMC10476199/ /pubmed/37585266 http://dx.doi.org/10.1021/acs.joc.3c01298 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Gallego-Gamo, Albert Granados, Albert Pleixats, Roser Gimbert-Suriñach, Carolina Vallribera, Adelina Difluoroalkylation of Anilines via Photoinduced Methods |
title | Difluoroalkylation
of
Anilines via Photoinduced Methods |
title_full | Difluoroalkylation
of
Anilines via Photoinduced Methods |
title_fullStr | Difluoroalkylation
of
Anilines via Photoinduced Methods |
title_full_unstemmed | Difluoroalkylation
of
Anilines via Photoinduced Methods |
title_short | Difluoroalkylation
of
Anilines via Photoinduced Methods |
title_sort | difluoroalkylation
of
anilines via photoinduced methods |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10476199/ https://www.ncbi.nlm.nih.gov/pubmed/37585266 http://dx.doi.org/10.1021/acs.joc.3c01298 |
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