Regioselective synthesis of 3,3-bis(indolyl)propanoic acid derivatives by iron(III)-catalyzed hydroarylation of propynoic acid derivatives with indoles

被引：14
|
作者：
Kutubi, Md. Shahajahan [1 ]
Kitamura, Tsugio [1 ]
机构：
[1] Saga Univ, Grad Sch Sci & Engn, Dept Chem & Appl Chem, Honjo, Saga 8408502, Japan
来源：
TETRAHEDRON | 2011年 / 67卷 / 42期
关键词：
Iron catalyst; Double hydroarylation; Indoles; Propynoic acid; C-H BONDS; PT(II)-CATALYZED HYDROARYLATION; INTERMOLECULAR HYDROARYLATION; CATALYZED HYDROARYLATION; ALKYNES; IRON; ALKENYLATION; ALKYLATION; CHEMISTRY; PYRROLES;
D O I：
10.1016/j.tet.2011.08.051
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Intermolecular hydroarylation of propynoic acid and its esters with indoles proceeded efficiently in acetic acid under a catalytic system of FeCl3/3AgOTf and afforded the corresponding 3,3-bis(indol-3yl) propanoic acids and their esters in high yields. In the case of 2-methylindole, 3-indolylacrylic acid and its ethyl ester were obtained in high yields. This iron-catalyzed hydroarylation showed a high regioselectivity at the 3-position of indoles and a high utility for the synthesis of bis(indol-3-yl) compounds, which are important for biological and pharmaceutical fields. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8140 / 8145
页数：6
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