Ytterbium-catalyzed formal [4+2] cycloaddition: Synthesis of chalcogen-quinolines 3-unsubstituted

被引:4
作者
de Oliveira, Isadora M. [1 ]
Darbem, Mariana P. [2 ]
Esteves, C. Henrique A. [2 ]
Pimenta, Daniel C. [3 ]
Zukerman-Schpector, Julio [4 ]
Stefani, Helio A. [2 ]
Manarin, Flavia [5 ]
机构
[1] Univ Sao Paulo, Inst Quim, Dept Quim Fundamental, Sao Paulo, SP, Brazil
[2] Univ Sao Paulo, Fac Ciencias Farmacaut, Dept Farm, Sao Paulo, Brazil
[3] Inst Butantan, Sao Paulo, SP, Brazil
[4] Univ Fed Sao Carlos, Dept Quim, Sao Carlos, SP, Brazil
[5] Univ Estadual Oeste Parana, CECE, Toledo, PR, Brazil
基金
巴西圣保罗研究基金会;
关键词
Quinolines; Ytterbium; Poly-substituted quinolones; Selenium; Internal alkynes; POLYSUBSTITUTED QUINOLINES; SUBSTITUTED QUINOLINES; TANDEM SYNTHESIS; 5+1 ANNULATION; DERIVATIVES; SELENIUM; ALKYNES; CHEMISTRY; EFFICIENT;
D O I
10.1016/j.tetlet.2018.09.022
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A regioselective ytterbium-catalyzed annulation reaction between ethylglyoxalate, anilines and silylalkynes bearing selenyl- and telluryl-moieties for the formation of poly-substituted quinolones is described. A series of examples formed under mild conditions are presented, including a scaled-up reaction and a study on catalyst recyclability. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3907 / 3911
页数:5
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