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

Synthesis of cyclic phenyl hexayne from Me3Si-/Ph2P(O)-protected ethynes
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DOI:
10.1177/1747519819874419
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发表时间:
2019-09
影响因子:
1.4
通讯作者:
L. Wu;Li-fen Peng;Zhifang Hu;Hong Wang;Zi-long Tang;Y. Jiao;Xinhua Xu
L. Wu;Li-fen Peng;Zhifang Hu;Hong Wang;Zi-long Tang;Y. Jiao;Xinhua Xu
中科院分区:
化学4区
文献类型:
--
作者:
L. Wu;Li-fen Peng;Zhifang Hu;Hong Wang;Zi-long Tang;Y. Jiao;Xinhua Xu

文献摘要

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通过一锅法将乙炔化镁脱保护/转化为乙炔化铜/Sonogashira偶联过程,然后进行脱膦、Hay偶联、脱硅和埃格林顿偶联,证明了一种合成环状苯基己炔的实用方法。该方法避免了繁琐的合成路线和苛刻的反应条件,并以41%的产率提供产物。
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.