Palladium-Catalyzed C-S Activation/Aryne Insertion/Coupling Sequence: Synthesis of Functionalized 2-Quinolinones

被引：82

作者：

Dong, Ying ^{[1
]}

Liu, Bangyu ^{[1
]}

Chen, Peng ^{[1
]}

Liu, Qun ^{[1
]}

Wang, Mang ^{[1
]}

机构：

[1] NE Normal Univ, Dept Chem, Changchun 130024, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 13期

关键词：

annulation; arynes; CS activation; heterocycles; synthetic methods; KETENE DITHIOACETALS; STEREOSELECTIVE-SYNTHESIS; BOND ACTIVATION; SULFIDES; BENZYNE; ARYNES; DERIVATIVES; CYCLIZATION; THIOESTERS; ANNULATION;

D O I：

10.1002/anie.201310340

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The insertion of an aryne into a CS bond can suppress the addition of an Snucleophile to the aryne in the presence of palladium. Catalyzed by Pd(OAc)(2), a wide range of -carbamoyl ketene dithioacetals readily react with arynes to selectively afford functionalized 2-quinolinones in high yields under neutral reaction conditions by a CS activation/aryne insertion/intramolecular coupling sequence. The attractive feature of the new strategy also lies in the versatile transformations of the alkythio-substituted quinolinone products.

引用

页码：3442 / 3446

页数：5

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