Nickel-Catalyzed Kumada Cross-Coupling Reactions of Benzylic Sulfonamides

Herein, we report a Kumada cross-coupling reaction of benzylic sulfonamides. The scope of the transformation includes acyclic and cyclic sulfonamide precursors that cleanly produce highly substituted acyclic fragments. Preliminary data are consistent with a stereospecific mechanism that allows for a...

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Main Authors: Kirsten A. Hewitt, Claire A. Herbert, Alissa C. Matus, Elizabeth R. Jarvo
Format: Article
Language:English
Published: MDPI AG 2021-09-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/19/5947
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author Kirsten A. Hewitt
Claire A. Herbert
Alissa C. Matus
Elizabeth R. Jarvo
author_facet Kirsten A. Hewitt
Claire A. Herbert
Alissa C. Matus
Elizabeth R. Jarvo
author_sort Kirsten A. Hewitt
collection DOAJ
description Herein, we report a Kumada cross-coupling reaction of benzylic sulfonamides. The scope of the transformation includes acyclic and cyclic sulfonamide precursors that cleanly produce highly substituted acyclic fragments. Preliminary data are consistent with a stereospecific mechanism that allows for a diastereoselective reaction.
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spelling doaj.art-e3f99c77521545c2bb2247090333c28d2023-11-22T16:35:02ZengMDPI AGMolecules1420-30492021-09-012619594710.3390/molecules26195947Nickel-Catalyzed Kumada Cross-Coupling Reactions of Benzylic SulfonamidesKirsten A. Hewitt0Claire A. Herbert1Alissa C. Matus2Elizabeth R. Jarvo3Department of Chemistry, University of California, Irvine, CA 92697-2025, USADepartment of Chemistry, University of California, Irvine, CA 92697-2025, USADepartment of Chemistry, University of California, Irvine, CA 92697-2025, USADepartment of Chemistry, University of California, Irvine, CA 92697-2025, USAHerein, we report a Kumada cross-coupling reaction of benzylic sulfonamides. The scope of the transformation includes acyclic and cyclic sulfonamide precursors that cleanly produce highly substituted acyclic fragments. Preliminary data are consistent with a stereospecific mechanism that allows for a diastereoselective reaction.https://www.mdpi.com/1420-3049/26/19/5947cross-coupling reactionssulfonamidesnickelcatalysishydrocarbons
spellingShingle Kirsten A. Hewitt
Claire A. Herbert
Alissa C. Matus
Elizabeth R. Jarvo
Nickel-Catalyzed Kumada Cross-Coupling Reactions of Benzylic Sulfonamides
Molecules
cross-coupling reactions
sulfonamides
nickel
catalysis
hydrocarbons
title Nickel-Catalyzed Kumada Cross-Coupling Reactions of Benzylic Sulfonamides
title_full Nickel-Catalyzed Kumada Cross-Coupling Reactions of Benzylic Sulfonamides
title_fullStr Nickel-Catalyzed Kumada Cross-Coupling Reactions of Benzylic Sulfonamides
title_full_unstemmed Nickel-Catalyzed Kumada Cross-Coupling Reactions of Benzylic Sulfonamides
title_short Nickel-Catalyzed Kumada Cross-Coupling Reactions of Benzylic Sulfonamides
title_sort nickel catalyzed kumada cross coupling reactions of benzylic sulfonamides
topic cross-coupling reactions
sulfonamides
nickel
catalysis
hydrocarbons
url https://www.mdpi.com/1420-3049/26/19/5947
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AT claireaherbert nickelcatalyzedkumadacrosscouplingreactionsofbenzylicsulfonamides
AT alissacmatus nickelcatalyzedkumadacrosscouplingreactionsofbenzylicsulfonamides
AT elizabethrjarvo nickelcatalyzedkumadacrosscouplingreactionsofbenzylicsulfonamides