Pd(OAc)2-catalyzed one-pot preparation of anthranilates from acyclic unsaturated β-enamino esters

被引:3
|
作者
Mikami, Shunya [1 ]
Okada, Sho [1 ]
Kishimoto, Ryo [1 ]
Takabatake, Tetsuhiko [2 ]
Toyota, Masahiro [1 ]
机构
[1] Osaka Prefecture Univ, Grad Sch Sci, Dept Chem, Sakai, Osaka 5998531, Japan
[2] Sumitomo Chem Co Ltd, Adv Mat Dev Lab, Konohana Ku, 1-98 Kasugadenaka,3 Chome, Osaka 5548558, Japan
关键词
Anthranilates; beta-Enamino esters; Pd(OAc)(2)-catalyzed cyclization; C-13-labeled anthranilate; ACID-DERIVATIVES; METAL-FREE; INHIBITORS; AMINATION;
D O I
10.1016/j.tetlet.2020.151659
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A one-pot synthesis of anthranilates from acyclic unsaturated beta-enamino esters with a catalytic amount of Pd(OAc)(2) was achieved for the first time. The substrates for the key catalytic reaction were easily prepared from acetoacetate esters and amines, and functionalized anthranilates were obtained in moderate to good chemical yields. A simple assembly of a C-13-labeled anthranilate was demonstrated by applying this protocol. In addition, bioactive NNI-5 was synthesized using this catalytic process. (C) 2020 Elsevier Ltd. All rights reserved.
引用
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页数:5
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