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Palladium-Catalyzed α-Arylation of Aryl Nitromethanes

[Image: see text] Catalytic conditions for the α-arylation of aryl nitromethanes have been discovered using parallel microscale experimentation, despite two prior reports of the lack of reactivity of these aryl nitromethane precursors. The method efficiently provides a variety of substituted, isolab...

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Autores principales: VanGelder, Kelsey F., Kozlowski, Marisa C.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2015
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4672744/
https://www.ncbi.nlm.nih.gov/pubmed/26584680
http://dx.doi.org/10.1021/acs.orglett.5b02793
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author VanGelder, Kelsey F.
Kozlowski, Marisa C.
author_facet VanGelder, Kelsey F.
Kozlowski, Marisa C.
author_sort VanGelder, Kelsey F.
collection PubMed
description [Image: see text] Catalytic conditions for the α-arylation of aryl nitromethanes have been discovered using parallel microscale experimentation, despite two prior reports of the lack of reactivity of these aryl nitromethane precursors. The method efficiently provides a variety of substituted, isolable diaryl nitromethanes. In addition, it is possible to sequentially append two different aryl groups to nitromethane. Mild oxidation conditions were identified to afford the corresponding benzophenones via the Nef reaction, and reduction conditions were optimized to afford several diaryl methylamines.
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spelling pubmed-46727442016-11-20 Palladium-Catalyzed α-Arylation of Aryl Nitromethanes VanGelder, Kelsey F. Kozlowski, Marisa C. Org Lett [Image: see text] Catalytic conditions for the α-arylation of aryl nitromethanes have been discovered using parallel microscale experimentation, despite two prior reports of the lack of reactivity of these aryl nitromethane precursors. The method efficiently provides a variety of substituted, isolable diaryl nitromethanes. In addition, it is possible to sequentially append two different aryl groups to nitromethane. Mild oxidation conditions were identified to afford the corresponding benzophenones via the Nef reaction, and reduction conditions were optimized to afford several diaryl methylamines. American Chemical Society 2015-11-20 2015-12-04 /pmc/articles/PMC4672744/ /pubmed/26584680 http://dx.doi.org/10.1021/acs.orglett.5b02793 Text en Copyright © 2015 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 VanGelder, Kelsey F.
Kozlowski, Marisa C.
Palladium-Catalyzed α-Arylation of Aryl Nitromethanes
title Palladium-Catalyzed α-Arylation of Aryl Nitromethanes
title_full Palladium-Catalyzed α-Arylation of Aryl Nitromethanes
title_fullStr Palladium-Catalyzed α-Arylation of Aryl Nitromethanes
title_full_unstemmed Palladium-Catalyzed α-Arylation of Aryl Nitromethanes
title_short Palladium-Catalyzed α-Arylation of Aryl Nitromethanes
title_sort palladium-catalyzed α-arylation of aryl nitromethanes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4672744/
https://www.ncbi.nlm.nih.gov/pubmed/26584680
http://dx.doi.org/10.1021/acs.orglett.5b02793
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