Annulation of Alkynyl Aryl Ethers with Allyl Pivalates To Give 2,3-Bismethylenechromanes through Double C-H Bond Cleavage.
Annulation of Alkynyl Aryl Ethers with Allyl Pivalates To Give 2,3-Bismethylenechromanes through Double C-H Bond Cleavage.
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DOI：
10.1002/anie.201602252
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发表时间：
2016-07
影响因子：
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通讯作者：
Yasunori Minami;Megumi Sakai;Tomohiro Anami;T. Hiyama
中科院分区：
文献类型：
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作者：
Yasunori Minami;Megumi Sakai;Tomohiro Anami;T. Hiyama
在钯催化剂的存在下，烯丙基新戊酸酯的硅基乙炔氧基芳烃的处理导致有效的C-H键断裂在两个基板和一个新的成环反应，得到2，3-bismethylenechromanes。当邻位烯丙基化的硅基乙炔氧基苯用作底物时，得到相同的产物。这一结果表明，位点选择性的分子内加氢乙烯基化参与成环反应。通过构建稠合多环证明了产物的合成效用。
The treatment of silylethynyloxyarenes with allylic pivalates in the presence of a palladium catalyst led to efficient C-H bond cleavage in both substrates and a novel annulation reaction to give 2,3-bismethylenechromanes. When ortho-allylated silylethynyloxybenzenes were used as the substrates, the same products were obtained. This result shows that site-selective intramolecular hydrovinylation is involved in the annulation reaction. The synthetic utility of the products was demonstrated by the construction of condensed polycycles.