Intermolecular Desymmetrizing Gold-Catalyzed Yne-Yne Reaction of Push-Pull Diarylalkynes

被引：24

作者：

Weingand, Vanessa ^{[1
]}

Wurm, Thomas ^{[1
]}

Vethacke, Vanessa ^{[1
]}

Dietl, Martin C. ^{[1
]}

Ehjeij, Daniel ^{[1
]}

Rudolph, Matthias ^{[1
]}

Rominger, Frank ^{[1
]}

Xie, Jin ^{[1
]}

Hashmi, A. Stephen K. ^{[1
,2
]}

机构：

[1] Heidelberg Univ, Organ Chem Inst, Neuenheimer Feld 270, D-69120 Heidelberg, Germany

[2] King Abdulaziz Univ, Fac Sci, Chem Dept, Jeddah 21589, Saudi Arabia

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2018年 / 24卷 / 15期

关键词：

alkyne dimerization; gold catalysis; naphthalenes; push-pull systems; vinyl cations; TERMINAL ALKYNES; DIYNE REACTION; 1,6-DIYNES; COMPLEXES; ACCESS; CYCLOISOMERIZATION; CYCLIZATIONS; VINYLIDENES; DERIVATIVES; SELECTIVITY;

D O I：

10.1002/chem.201800360

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Push-pull diaryl alkynes are dimerized in the presence of a cationic gold catalyst. The polarized structure of the applied starting materials enables the generation of a highly reactive vinyl cation intermediate in an intermolecular reaction. Trapping of the vinyl cation by a nucleophilic attack of the electron-poor aryl unit then leads to the selective formation of highly substituted naphthalenes in a single step and in complete atom economy.

引用

页码：3725 / 3728

页数：4

共 14 条

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