Pd-Catalyzed Efficient Synthesis of Azacoumestans Via Intramolecular Cross Coupling of 4-(Arylamino)coumarins in the Presence of Copper Acetate under Microwaves

被引：32

作者：

Balalas, Thomas ^{[1
]}

Abdul-Sada, Alaa ^{[2
]}

Hadjipavlou-Litina, Dimitra J. ^{[3
]}

Litinas, Konstantinos E. ^{[1
]}

机构：

[1] Aristotle Univ Thessaloniki, Dept Chem, Lab Organ Chem, Thessaloniki 54124, Greece

[2] Sussex Univ, Sch Life Sci, Chem Dept, Brighton BN1 9QJ, E Sussex, England

[3] Aristotle Univ Thessaloniki, Sch Pharm, Dept Pharmaceut Chem, Thessaloniki 54124, Greece

来源：

SYNTHESIS-STUTTGART | 2017年 / 49卷 / 11期

关键词：

azacoumestans; Pd catalysis; cross-coupling reaction; copper acetate; 4-(arylamino)coumarins; microwave-assisted synthesis; C-H ACTIVATION; BIOLOGICAL EVALUATION; COUMARIN DERIVATIVES; LAMELLARIN-D; FUSED PYRIDOCOUMARINS; CONVENIENT SYNTHESIS; DIRECT ARYLATION; N-ARYLATION; PALLADIUM; CYCLIZATION;

D O I：

10.1055/s-0036-1588955

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Azacoumestans have been synthesized in excellent yields by the Pd-catalyzed oxidative coupling of 4-(arylamino)coumarins in the presence of Cu(OAc)(2) in acetic acid under microwave irradiation. 4-(Arylamino)coumarins, even those substituted with an electron-withdrawing group, have been prepared almost quantitatively by the reaction of arylamines with 4-bromocoumarin under microwave irradiation in water or by Pd-catalyzed C-N coupling under heating. Preliminary biological tests indicated significant inhibition of soybean lipoxygenase and antilipid peroxidation.

引用

页码：2575 / 2583

页数：9

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