Synthesis of 9,10-Phenanthrenes via Rh(III)-Catalyzed [4+2] Annulation of 2-Biphenylboronic Acids with Diazo Compounds

被引：7

作者：

Tian, Miaomiao ^{[1
]}

Yang, Lingyun ^{[1
]}

Liu, Bingxian ^{[1
]}

Chang, Junbiao ^{[1
]}

机构：

[1] Henan Normal Univ, Sch Chem & Chem Engn, NMPA Key Lab Res & Evaluat Innovat Drug, Pingyuan Lab, Xinxiang 453007, Henan, Peoples R China

来源：

CHINESE JOURNAL OF CHEMISTRY | 2023年 / 41卷 / 11期

基金：

国家重点研发计划; 中国博士后科学基金;

关键词：

9,10-Phenanthrenes; Rh(III)-catalyzed; Diazo reagent; Transmetallation; Annulation; Carbocycles; C-H activation; ONE-POT SYNTHESIS; SELECTIVE SYNTHESIS; CYTOTOXIC ACTIVITY; FUNCTIONALIZATION; PHENANTHROINDOLIZIDINE; PHENANTHRENES; ALKALOIDS; ALKYNES; ACCESS; ARYNES;

D O I：

10.1002/cjoc.202200687

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A Rh(III)-catalyzed, transmetalation triggered C-H activation/annulation of 2-biphenylboronic acids with diazo compounds from beta-keto esters or 1,3-dicarboxylates has been developed, leading to the synthesis of two kinds of 9,10-phenanthrenes. Notably, a rhodacyle was synthesized by treating the rhodium catalyst with stoichiometric amounts of 2-biphenylboronic acids and pyridine, which was further verified to be active for the catalytic system. The reactions proceeded under redox-neutral and air-tolerant conditions to produce a series of all-carbon six-membered rings with high efficiency.

引用

页码：1327 / 1332

页数：6

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