Dual gold(I)-catalyzed cyclization of dialkynyl pyridinium salts

• Verfasst von: Tšupova, Svetlana [VerfasserIn]
• Verfasst von: Cadu, Alban [VerfasserIn]
• Verfasst von: Stuck, Fabian [VerfasserIn]
• Verfasst von: Rominger, Frank [VerfasserIn]
• Verfasst von: Rudolph, Matthias [VerfasserIn]
• Verfasst von: Hashmi, A. Stephen K. [VerfasserIn]
• Titel: Dual gold(I)-catalyzed cyclization of dialkynyl pyridinium salts
• Verf.angabe: Svetlana Tšupova, Alban Cadu, Fabian Stuck, Frank Rominger, Matthias Rudolph, Joseph S.M. Samec, A. Stephen K. Hashmi
• Umfang: 6 S.
• Fussnoten: Gesehen am 23.08.2017
• Titel Quelle: Enthalten in: ChemCatChem
• Jahr Quelle: 2017
• Band/Heft Quelle: 9(2017), 11, S. 1915-1920
• ISSN Quelle: 1867-3899
• DOI: doi:10.1002/cctc.201700018
• Datenträger: Online-Ressource
• Sprache: eng
• K10plus-PPN: 1562648195

Abstract

Novel dialkynyl pyridines were synthesized and protected as alkyl salts for dual gold(I)-catalyzed cycloisomerization. Different alkyl groups and counter ions were screened for the salts, with benzyl and hexafluorophosphate providing the best results. The cyclization led to NMR yields of >95 % being obtained for a number of substrates. Step-wise hydrogenation of products could be performed in one-pot by Pd/C, with selective reduction of the double bonds, followed by deprotection of the benzyl group.