N-Acyloxyphthalimides as Nitrogen Radical Precursors in the Visible Light Photocatalyzed Room Temperature C–H Amination of Arenes and Heteroarenes

[Image: see text] This paper reports a room temperature visible light photocatalyzed method for the C–H amination of arenes and heteroarenes. A key enabling advance in this work is the design of N-acyloxyphthalimides as precursors to nitrogen-based radical intermediates for these transformations. A...

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Autores principales: Allen, Laura J., Cabrera, Pablo J., Lee, Melissa, Sanford, Melanie S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4004272/
https://www.ncbi.nlm.nih.gov/pubmed/24702705
http://dx.doi.org/10.1021/ja501906x
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author Allen, Laura J.
Cabrera, Pablo J.
Lee, Melissa
Sanford, Melanie S.
author_facet Allen, Laura J.
Cabrera, Pablo J.
Lee, Melissa
Sanford, Melanie S.
author_sort Allen, Laura J.
collection PubMed
description [Image: see text] This paper reports a room temperature visible light photocatalyzed method for the C–H amination of arenes and heteroarenes. A key enabling advance in this work is the design of N-acyloxyphthalimides as precursors to nitrogen-based radical intermediates for these transformations. A broad substrate scope is presented, including the selective meta-amination of pyridine derivatives. A radical aromatic substitution mechanism is proposed.
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spelling pubmed-40042722015-04-04 N-Acyloxyphthalimides as Nitrogen Radical Precursors in the Visible Light Photocatalyzed Room Temperature C–H Amination of Arenes and Heteroarenes Allen, Laura J. Cabrera, Pablo J. Lee, Melissa Sanford, Melanie S. J Am Chem Soc [Image: see text] This paper reports a room temperature visible light photocatalyzed method for the C–H amination of arenes and heteroarenes. A key enabling advance in this work is the design of N-acyloxyphthalimides as precursors to nitrogen-based radical intermediates for these transformations. A broad substrate scope is presented, including the selective meta-amination of pyridine derivatives. A radical aromatic substitution mechanism is proposed. American Chemical Society 2014-04-04 2014-04-16 /pmc/articles/PMC4004272/ /pubmed/24702705 http://dx.doi.org/10.1021/ja501906x Text en Copyright © 2014 American Chemical Society
spellingShingle Allen, Laura J.
Cabrera, Pablo J.
Lee, Melissa
Sanford, Melanie S.
N-Acyloxyphthalimides as Nitrogen Radical Precursors in the Visible Light Photocatalyzed Room Temperature C–H Amination of Arenes and Heteroarenes
title N-Acyloxyphthalimides as Nitrogen Radical Precursors in the Visible Light Photocatalyzed Room Temperature C–H Amination of Arenes and Heteroarenes
title_full N-Acyloxyphthalimides as Nitrogen Radical Precursors in the Visible Light Photocatalyzed Room Temperature C–H Amination of Arenes and Heteroarenes
title_fullStr N-Acyloxyphthalimides as Nitrogen Radical Precursors in the Visible Light Photocatalyzed Room Temperature C–H Amination of Arenes and Heteroarenes
title_full_unstemmed N-Acyloxyphthalimides as Nitrogen Radical Precursors in the Visible Light Photocatalyzed Room Temperature C–H Amination of Arenes and Heteroarenes
title_short N-Acyloxyphthalimides as Nitrogen Radical Precursors in the Visible Light Photocatalyzed Room Temperature C–H Amination of Arenes and Heteroarenes
title_sort n-acyloxyphthalimides as nitrogen radical precursors in the visible light photocatalyzed room temperature c–h amination of arenes and heteroarenes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4004272/
https://www.ncbi.nlm.nih.gov/pubmed/24702705
http://dx.doi.org/10.1021/ja501906x
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