Palladium-catalyzed Sonogashira coupling of amides: access to ynones via C-N bond cleavage

The first palladium-catalyzed Sonogashira coupling of amides has been developed, which proceeds via a selective cleavage of the N-acylsaccharin C-N bond. Notably, the new approach employs N-acylsaccharins as coupling partners to give ynones in good to excellent yield. This protocol can be efficientl...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2016-01, Vol.52 (81), p.12076-12079
Hauptverfasser: Cui, Ming, Wu, Hongxiang, Jian, Junsheng, Wang, Hui, Liu, Chao, Daniel, Stelck, Zeng, Zhuo
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container_end_page 12079
container_issue 81
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container_title Chemical communications (Cambridge, England)
container_volume 52
creator Cui, Ming
Wu, Hongxiang
Jian, Junsheng
Wang, Hui
Liu, Chao
Daniel, Stelck
Zeng, Zhuo
description The first palladium-catalyzed Sonogashira coupling of amides has been developed, which proceeds via a selective cleavage of the N-acylsaccharin C-N bond. Notably, the new approach employs N-acylsaccharins as coupling partners to give ynones in good to excellent yield. This protocol can be efficiently utilized in the synthesis of a broad array of ynones under low catalyst loading and Cu-free conditions.
doi_str_mv 10.1039/c6cc06428k
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source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Amides
Arrays
Bonding
Catalysts
Cleavage
Coupling
Palladium
Synthesis (chemistry)
title Palladium-catalyzed Sonogashira coupling of amides: access to ynones via C-N bond cleavage
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