Chow, SY orcid.org/0000-0002-3600-0497, Stevens, MY and Odell, LR (2016) Sulfonyl Azides as Precursors in Ligand-Free Palladium-Catalyzed Synthesis of Sulfonyl Carbamates and Sulfonyl Ureas and Synthesis of Sulfonamides. The Journal of Organic Chemistry, 81 (7). pp. 2681-2691. ISSN 0022-3263
Abstract
An efficient synthesis of sulfonyl carbamates and sulfonyl ureas from sulfonyl azides employing a palladium-catalyzed carbonylation protocol has been developed. Using a two-chamber system, sulfonyl azides, PdCl2, and CO gas, released ex situ from Mo(CO)6, were assembled to generate sulfonyl isocyanates in situ, and alcohols and aryl amines were exploited as nucleophiles to afford a broad range of sulfonyl carbamates and sulfonyl ureas. A protocol for the direct formation of substituted sulfonamides from sulfonyl azides and amines via nucleophilic substitution was also developed.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Dates: |
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Institution: | The University of Leeds |
Academic Units: | The University of Leeds > Faculty of Engineering & Physical Sciences (Leeds) > School of Chemistry (Leeds) > Organic Chemistry (Leeds) |
Depositing User: | Symplectic Publications |
Date Deposited: | 22 Jun 2017 13:44 |
Last Modified: | 19 Jul 2017 02:27 |
Status: | Published |
Publisher: | American Chemical Society |
Identification Number: | 10.1021/acs.joc.5b02755 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:116356 |