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Pd-catalyzed C-N coupling of vinylbromides and sulfonimidamides: a facile synthesis of N '-vinylsulfonimidamides
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
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2015 (English)In: RSC Advances, ISSN 2046-2069, E-ISSN 2046-2069, Vol. 5, no 76, 62084-62090 p.Article in journal (Refereed) Published
Abstract [en]

N'-Vinyl sulfonimidamides have been synthesized through a Pd-catalyzed C-N cross coupling between the N'-(imine nitrogen) of N'-deprotected sulfonimidamides and vinyl bromides. The hitherto unreported products were obtained in moderate to excellent yield, and the C-C double bond geometry of the vinylic substrates were retained during the course of reaction. Single crystal X-ray crystallographic analysis confirmed the product structure. Furthermore, we demonstrate that the formed N'-vinyl sulfonimidamides could undergo hydrogenation with Pd-C/H-2 to provide N'-alkyl sulfonimidamides.

Place, publisher, year, edition, pages
2015. Vol. 5, no 76, 62084-62090 p.
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Chemical Sciences
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URN: urn:nbn:se:uu:diva-260875DOI: 10.1039/c5ra10939fISI: 000358353100071OAI: oai:DiVA.org:uu-260875DiVA: diva2:848727
Available from: 2015-08-26 Created: 2015-08-25 Last updated: 2017-12-04Bibliographically approved

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