Synthesis of 9,10-Phenanthrenes via Palladium-Catalyzed Aryne Annulation by o-Halostyrenes and Formal Synthesis of (±)-Tylophorine.
Synthesis of 9,10-Phenanthrenes via Palladium-Catalyzed Aryne Annulation by o-Halostyrenes and Formal Synthesis of (±)-Tylophorine.
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DOI：
10.1021/acs.orglett.6b00558
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发表时间：
2016-05
期刊：
影响因子：
5.2
通讯作者：
T. Yao;Haiming Zhang;Yanna Zhao
中科院分区：
文献类型：
--
作者：
T. Yao;Haiming Zhang;Yanna Zhao
提出了一种新的钯催化原位生成芳烃和邻卤苯乙烯的环化反应。该方法可提供中等至优异的取代菲产率，并且可耐受各种官能团，如腈、酯、酰胺和酮。这种环化化学已成功地应用于生物活性生物碱（±）-斑竹碱的正式全合成。
A novel palladium-catalyzed annulation reaction of in situ generated arynes and o-halostyrenes has been developed. This methodology affords moderate to excellent yields of substituted phenanthrenes and is tolerant of a variety of functional groups such as nitrile, ester, amide, and ketone. This annulation chemistry has been successfully applied to the formal total synthesis of a biologically active alkaloid (±)-tylophorine.