A Multicomponent Coupling Reaction Induced by Insertion of Arynes into the C=O Bond of Formamide

被引:148
作者
Yoshioka, Eito [1 ]
Kohtani, Shigeru [1 ]
Miyabe, Hideto [1 ]
机构
[1] Hyogo Univ Hlth Sci, Sch Pharm, Chuo Ku, Kobe, Hyogo 6508530, Japan
关键词
2H-chromenes; arynes; coumarins; insertion reaction; synthetic methods; CONCISE TOTAL-SYNTHESIS; DIELS-ALDER REACTIONS; CARBON SIGMA-BONDS; STRAIGHTFORWARD SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; GENERAL-SYNTHESIS; TERMINAL ALKYNES; BENZYNE; DERIVATIVES; ISOQUINOLINES;
D O I
10.1002/anie.201102088
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
And aryne makes three: The three-component coupling of arynes, DMF, and active methylenes has provided an efficient method for the synthesis of 2H-chromene and coumarin derivatives (see scheme). The sequential multistep reactions are driven by the release of strain energy in the arynes and intermediates, and this finding was supported by thermodynamics. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:6638 / 6642
页数:5
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