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

页码：8140 / 8145

页数：6

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