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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container_end_page 506
container_issue 11-12
container_start_page 503
container_title Journal of chemical research
container_volume 43
creator Wu, Li
Peng, Li-fen
Hu, Zhi-fang
Wang, Hong
Tang, Zi-long
Jiao, Yin-chun
Xu, Xin-hua
description 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.
doi_str_mv 10.1177/1747519819874419
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subjects Chromatography
Cooling
Copper
Coupling
Li Wu
Magnesium
Nitrogen
Solvents
Synthesis
title Synthesis of cyclic phenyl hexayne from Me3Si-/Ph2P(O)-protected ethynes
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