Synthesis of cyclic phenyl hexayne from Me3Si-/Ph2P(O)-protected ethynes

Synthesis of cyclic phenyl hexayne from Me3Si-/Ph2P(O)-protected ethynes

A practical approach for the synthesis of cyclic phenyl hexayne is demonstrated through a one-pot deprotection/transformation of magnesium acetylide into a copper acetylide/Sonogashira coupling procedure, followed by dephosphination, Hay coupling, desilylation, and Eglinton coupling. This approach a...

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Veröffentlicht in:Journal of chemical research 2019-11, Vol.43 (11-12), p.503-506
Hauptverfasser: Wu, Li, Peng, Li-fen, Hu, Zhi-fang, Wang, Hong, Tang, Zi-long, Jiao, Yin-chun, Xu, Xin-hua
Format: Artikel
Sprache:eng
Schlagworte:
Chromatography
Cooling
Copper
Coupling
Li Wu
Magnesium
Nitrogen
Solvents
Synthesis
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Zusammenfassung:A practical approach for the synthesis of cyclic phenyl hexayne is demonstrated through a one-pot deprotection/transformation of magnesium acetylide into a copper acetylide/Sonogashira coupling procedure, followed by dephosphination, Hay coupling, desilylation, and Eglinton coupling. This approach avoids tedious synthetic routes and harsh reaction conditions and affords the product in 41% yield.
ISSN:1747-5198
2047-6507
DOI:10.1177/1747519819874419