Highly regioselective cobalt-catalyzed [2+2+2] cycloaddition of fluorine-containing internal alkynes to construct various fluoroalkylated benzene derivatives

被引：14

作者：

Kumon, Tatsuya ^{[1
]}

Yamada, Shigeyuki ^{[1
]}

Agou, Tomohiro ^{[2
]}

Kubota, Toshio ^{[2
]}

Konno, Tsutomu ^{[1
]}

机构：

[1] Kyoto Inst Technol, Fac Mol Chem & Engn, Sakyo Ku, Kyoto 6068585, Japan

[2] Ibaraki Univ, Grad Sch Sci & Engn, Dept Quantum Beam Sci, 4-12-1 Nakanarusawa, Hitachi, Ibaraki 3168511, Japan

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2018年 / 213卷

关键词：

Fluorine-containing alkynes; Cobalt catalysts; 2+2+2] cycloaddition; Regioselective; BOND ACTIVATION; DIELS-ALDER; CYCLOTRIMERIZATION; DIYNES; ACCESS; ALPHA; OMEGA-DIYNES; TRIMERIZATION; GENERATION; PYRIDINES; NITRILES;

D O I：

10.1016/j.jfluchem.2018.06.004

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Novel cobalt-catalyzed [2 + 2 + 2] cycloaddition using fluorine-containing alkynes was described. Cyclotrimerization of fluorinated alkynes under the influence of CoCl2(dppb) in acetonitrile at 80 degrees C for 3 h took place smoothly, affording the corresponding benzene derivatives in excellent yields with high regioselectivity. Additionally, intermolecular cycloaddition of fluorinated alkynes with non-fluorinated diynes also proceeded in the presence of a catalytic amount of CoCl2((S)-BINAP) and ZnI2 to give various bicyclic aromatic compounds in high yields.

引用

页码：11 / 17

页数：7

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