Synthesis of [5,6]-fused pyridocoumarins through aza-Claisen rearrangement of 6-propargylaminocoumarins

被引:35
作者
Symeonidis, Theodoros S. [1 ]
Kallitsakis, Michael G. [1 ]
Litinas, Konstantinos E. [1 ]
机构
[1] Aristotle Univ Thessaloniki, Dept Chem, Organ Chem Lab, Thessaloniki 54124, Greece
关键词
Pyrido[5,6]coumarins; MW irradiation; Propargylation; 7,8]-Fused pyrido[5,6]coumarins; Claisen rearrangement; REGIOSELECTIVE SYNTHESIS; AMINO-CLAISEN; DERIVATIVES; COUMARINS; HETEROCYCLES; CYCLIZATION; ENAMINES;
D O I
10.1016/j.tetlet.2011.08.012
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[5,6]-Fused pyridocoumarins are prepared through aza-Claisen rearrangement and subsequent in situ cyclization of 6-propargylaminocoumarins under microwave irradiation in the presence of boron trifluoride diethyl etherate in N,N-dimethylformamide. During this process demethoxycarbonylation is observed in the corresponding 4-carbomethoxycoumarin derivatives. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5452 / 5455
页数:4
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