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Electrospray Ionization Mass Spectrometry Reveals an Unexpected Coupling Product in the Copper-Promoted Synthesis of Pyrazoles
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SYSNO ASEP 0392310 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Electrospray Ionization Mass Spectrometry Reveals an Unexpected Coupling Product in the Copper-Promoted Synthesis of Pyrazoles Author(s) Hývl, Jakub (UOCHB-X)
Agrawal, Divya (UOCHB-X)
Pohl, Radek (UOCHB-X) RID, ORCID
Suri, M. (DE)
Glorius, F. (DE)
Schröder, Detlef (UOCHB-X)Number of authors 6 Source Title Organometallics. - : American Chemical Society - ISSN 0276-7333
Roč. 32, č. 3 (2013), s. 807-816Number of pages 10 s. Language eng - English Country US - United States Keywords gas-phase ; catalyzed oxidation ; bond-formation ; ions Subject RIV CC - Organic Chemistry Institutional support UOCHB-X - RVO:61388963 UT WOS 000314908400013 EID SCOPUS 84873673539 DOI 10.1021/om3010417 Annotation The reaction mechanism of the intermolecular oxidative formation of pyrazole 2 via a C-C/N-N bond-formation cascade of the enaminone 1 is investigated by means of ESI-MS. No direct reaction intermediates are observed; however, the formation of an unexpected imidazolid-3-one derivative X is observed that involves an oxidative dimerization of 1 in the presence of dioxygen. The derivative X is isolated and characterized by means of multidimensional H-1 and C-13 NMR spectroscopy. Workplace Institute of Organic Chemistry and Biochemistry Contact asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434 Year of Publishing 2014
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