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Direct access to benzo[b]fluorenes via a gold-catalysed A3-coupling strategy

A one-pot atom- and step-economical method for the synthesis of benzo[b]fluorenes, from aldehydes, alkynes and amines, proceeding via an A3-coupling/formal [4 + 2] thermal cyclization is described. The transformation generates water as the only by-product and three new carbon-carbon bonds are simult...

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Hauptverfasser: Lustosa, Danilo Machado (VerfasserIn) , Cieslik, Patrick (VerfasserIn) , Schüle, Deborah Katharina (VerfasserIn) , Bruckhoff, Tim (VerfasserIn) , Rudolph, Matthias (VerfasserIn) , Rominger, Frank (VerfasserIn) , Hashmi, A. Stephen K. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: May 21, 2019
In: Organic chemistry frontiers
Year: 2019, Jahrgang: 6, Heft: 10, Pages: 1655-1662
ISSN:2052-4129
DOI:10.1039/C9QO00260J
Online-Zugang:Verlag, Pay-per-use, Volltext: https://doi.org/10.1039/C9QO00260J
Verlag, Pay-per-use, Volltext: https://pubs.rsc.org/en/content/articlelanding/2019/qo/c9qo00260j
Volltext
Verfasserangaben:Danilo M. Lustosa, Patrick Cieslik, Deborah Hartmann, Tim Bruckhoff, Matthias Rudolph, Frank Rominger and A. Stephen K. Hashmi
Beschreibung
Zusammenfassung:A one-pot atom- and step-economical method for the synthesis of benzo[b]fluorenes, from aldehydes, alkynes and amines, proceeding via an A3-coupling/formal [4 + 2] thermal cyclization is described. The transformation generates water as the only by-product and three new carbon-carbon bonds are simultaneously formed. The scope was demonstrated by the synthesis of 32 benzo[b]fluorenes and, by specific designing of starting materials, regiocontrol could be accessed for some substrates.
Beschreibung:Die Ziffer "3" im Titel ist hochgestellt
Gesehen am 24.06.2019
Beschreibung:Online Resource
ISSN:2052-4129
DOI:10.1039/C9QO00260J

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