Synthesis of 1,6-dihydropyrrolo[2,3-g]indazoles using Larock indole annulation

被引：21

作者：

Gavara, Laurent ^{[1
,2
]}

Anizon, Fabrice ^{[1
,2
]}

Moreau, Pascale ^{[1
,2
]}

机构：

[1] Univ Clermont Ferrand, Clermont Univ, Lab SEESIB, F-63000 Clermont Ferrand, France

[2] CNRS, UMR 6504, SEESIB, F-63177 Aubiere, France

来源：

TETRAHEDRON | 2011年 / 67卷 / 38期

关键词：

Indazole; Larock indole annulation; Pyrroloindazole; Regioselectivity; PALLADIUM-CATALYZED ANNULATION; 2,3-DISUBSTITUTED INDOLES; INTERNAL ALKYNES; INDAZOLE DERIVATIVES; N-IODOSUCCINIMIDE; HYDROGEN-PEROXIDE; ONE-POT; IODINATION; SONOGASHIRA; HETEROANNULATION;

D O I：

10.1016/j.tet.2011.07.029

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of 1,6-dihydropyrrolo[2,3-g]indazole derivatives is described. The indolic ring system is constructed via a Larock palladium-catalyzed annulation using terminal and internal alkynes. Additionally, when using internal alkynes for this reaction, we found that a directing effect on regioselectivity was mediated by the ester group of alkyl 3-substituted propiolate derivatives. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：7330 / 7335

页数：6

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