Nickel‐Catalyzed Intermolecular Carbosulfonylation of Alkynes via Sulfonyl Radicals

β,β‐Disubstituted vinyl sulfones were obtained with complete regio‐ and stereocontrol in a multicomponent reaction involving alkynes, organoboronic acids, and sulfonyl chlorides in the presence of a nickel catalyst. The reaction proceeds via sulfonyl radicals generated in situ under mild reaction co...

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Published inAngewandte Chemie Vol. 129; no. 33; pp. 10081 - 10084
Main Authors García‐Domínguez, Andrés, Müller, Simona, Nevado, Cristina
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 07.08.2017
Subjects
Alkynes
Carbosulfonylierungen
Catalysts
Chemistry
Nickel
Radicals
Stereoselektivität
Sulfones
Sulfonylradikale
Vinylradikale
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ISSN0044-8249
1521-3757
DOI10.1002/ange.201704862

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Summary:β,β‐Disubstituted vinyl sulfones were obtained with complete regio‐ and stereocontrol in a multicomponent reaction involving alkynes, organoboronic acids, and sulfonyl chlorides in the presence of a nickel catalyst. The reaction proceeds via sulfonyl radicals generated in situ under mild reaction conditions. Leicht verfügbare Alkine, Boronsäuren und Sulfonylchloride reagieren in Gegenwart eines Nickelkatalysators zu β,β‐disubstituierten Vinylsulfonen mit vollständiger Regio‐ und Stereokontrolle. Die Reaktion verläuft über Sulfonylradikale, die in situ unter milden Bedingungen und mit hoher Toleranz gegenüber funktionellen Gruppen erzeugt werden.
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ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201704862