Aromatizative Inverse-Electron-Demand Hetero-Diels-Alder Reaction in the Synthesis of Benzothiophene Derivatives

被引：14
|
作者：
Saktura, Maciej [1 ]
Joachim, Bartlomiej [1 ]
Grzelak, Paulina [1 ]
Albrecht, Lukasz [1 ]
机构：
[1] Lodz Univ Technol, Inst Organ Chem, Dept Chem, Zeromskiego 116, PL-90924 Lodz, Poland
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 2019卷 / 39期
关键词：
Homogeneous catalysis; Cycloaddition; Azlactones; Benzothiophene; Aromatization; ASYMMETRIC-SYNTHESIS; QUINONE METHIDES; DIHYDROCOUMARINS; CYCLOADDITION; BEARING; ALPHA; TOOL;
D O I：
10.1002/ejoc.201900884
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An interesting inverse-electron-demand hetero-Diels-Alder cycloaddition between azlactones and alpha,beta-unsaturated ketones derived from thioisatine has been developed. The reaction has been realized under basic conditions and benefits from its aromatizative character; the formation of benzothiophene moiety is the driving force of the cascade. An enantioselective variant of the cycloaddition has also been developed, with moderate enantioselectivities obtained.
引用
收藏
页码：6592 / 6596
页数：5
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