α-Functionalization of Imines via Visible Light Photoredox Catalysis
The innate electrophilicity of imine building blocks has been exploited in organic synthetic chemistry for decades. Inspired by the resurgence in photocatalysis, imine reactivity has now been redesigned through the generation of unconventional and versatile radical intermediates under mild reaction...
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Format: | Article |
Language: | English |
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MDPI AG
2020-05-01
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Series: | Catalysts |
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Online Access: | https://www.mdpi.com/2073-4344/10/5/562 |
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author | Alberto F. Garrido-Castro M. Carmen Maestro José Alemán |
author_facet | Alberto F. Garrido-Castro M. Carmen Maestro José Alemán |
author_sort | Alberto F. Garrido-Castro |
collection | DOAJ |
description | The innate electrophilicity of imine building blocks has been exploited in organic synthetic chemistry for decades. Inspired by the resurgence in photocatalysis, imine reactivity has now been redesigned through the generation of unconventional and versatile radical intermediates under mild reaction conditions. While novel photocatalytic approaches have broadened the range and applicability of conventional radical additions to imine acceptors, the possibility to use these imines as latent nucleophiles via single-electron reduction has also been uncovered. Thus, multiple research programs have converged on this issue, delivering creative and practical strategies to achieve racemic and asymmetric α-functionalizations of imines under visible light photoredox catalysis. |
first_indexed | 2024-03-10T19:45:10Z |
format | Article |
id | doaj.art-dee34b23bd9c479eb059c277db9dfeb4 |
institution | Directory Open Access Journal |
issn | 2073-4344 |
language | English |
last_indexed | 2024-03-10T19:45:10Z |
publishDate | 2020-05-01 |
publisher | MDPI AG |
record_format | Article |
series | Catalysts |
spelling | doaj.art-dee34b23bd9c479eb059c277db9dfeb42023-11-20T00:55:28ZengMDPI AGCatalysts2073-43442020-05-0110556210.3390/catal10050562α-Functionalization of Imines via Visible Light Photoredox CatalysisAlberto F. Garrido-Castro0M. Carmen Maestro1José Alemán2Department of Organic Chemistry, Universidad Autónoma de Madrid, 28049 Madrid, SpainDepartment of Organic Chemistry, Universidad Autónoma de Madrid, 28049 Madrid, SpainDepartment of Organic Chemistry, Universidad Autónoma de Madrid, 28049 Madrid, SpainThe innate electrophilicity of imine building blocks has been exploited in organic synthetic chemistry for decades. Inspired by the resurgence in photocatalysis, imine reactivity has now been redesigned through the generation of unconventional and versatile radical intermediates under mild reaction conditions. While novel photocatalytic approaches have broadened the range and applicability of conventional radical additions to imine acceptors, the possibility to use these imines as latent nucleophiles via single-electron reduction has also been uncovered. Thus, multiple research programs have converged on this issue, delivering creative and practical strategies to achieve racemic and asymmetric α-functionalizations of imines under visible light photoredox catalysis.https://www.mdpi.com/2073-4344/10/5/562aminesiminesphotoredox catalysisradical additionsradical–radical couplingsstereoselectivity |
spellingShingle | Alberto F. Garrido-Castro M. Carmen Maestro José Alemán α-Functionalization of Imines via Visible Light Photoredox Catalysis Catalysts amines imines photoredox catalysis radical additions radical–radical couplings stereoselectivity |
title | α-Functionalization of Imines via Visible Light Photoredox Catalysis |
title_full | α-Functionalization of Imines via Visible Light Photoredox Catalysis |
title_fullStr | α-Functionalization of Imines via Visible Light Photoredox Catalysis |
title_full_unstemmed | α-Functionalization of Imines via Visible Light Photoredox Catalysis |
title_short | α-Functionalization of Imines via Visible Light Photoredox Catalysis |
title_sort | α functionalization of imines via visible light photoredox catalysis |
topic | amines imines photoredox catalysis radical additions radical–radical couplings stereoselectivity |
url | https://www.mdpi.com/2073-4344/10/5/562 |
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