Convenient, two-step synthesis of 2-styrylquinolines: an application of the CAN-catalyzed vinylogous type-II Povarov reaction

被引:36
作者
Sridharan, Vellaisamy [1 ]
Avendano, Carmen [1 ]
Menendez, J. Carlos [1 ]
机构
[1] Univ Complutense, Fac Farm, Dept Quim Organ & Farmaceut, E-28040 Madrid, Spain
关键词
CERIUM(IV) AMMONIUM-NITRATE; DIELS-ALDER REACTIONS; DOUBLE NUCLEOPHILIC-ADDITION; COIL BLOCK-COPOLYMERS; ONE-POT SYNTHESIS; INTEGRASE INHIBITORS; ACRIDONE ALKALOIDS; HIV-1; INTEGRASE; FACILE SYNTHESIS; STYRYLQUINOLINE DERIVATIVES;
D O I
10.1016/j.tet.2008.12.077
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new, experimentally simple, synthesis of 2-styrylquinolines was developed using a two-step sequence based on a CAN-catalyzed three-component type-II vinylogous Povarov reaction from arylamines, cinnamaldehydes, and electron-rich cyclic and noncyclic vinyl ethers. The tetrahydroquinolines thus obtained were subsequently aromatized to styrylquinolines by DDQ-promoted dehydrogenation. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2087 / 2096
页数:10
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