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

被引：20
|
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
收藏
页码：7330 / 7335
页数：6
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