Synthesis of 3,3′-disubstituted-2,2′-biindolyls through sequential palladium-catalysed reactions of 2,2,2-trifluoro-N-(2-(4-[2,2,2-trifluoro-acetylamino)-phenyl]-buta-1,3-diynyl)-phenyl)-acetamide with organic halides/triflates

被引：45

作者：

Abbiati, G

Arcadi, A

Beccalli, E

Bianchi, G

Marinelli, F

Rossi, E

机构：

[1] Univ Aquila, Dipartimento Chim Ingn Chim & Mat, I-67010 Coppito, AQ, Italy

[2] Univ Milan, Fac Farm, Ist Chim Organ Alessandro Marchesini, I-20133 Milan, Italy

来源：

TETRAHEDRON | 2006年 / 62卷 / 13期

关键词：

biindolyls; palladium; cyclisation; aminopalladation/reductive elimination;

D O I：

10.1016/j.tet.2006.01.041

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium-catalysed reactions of aryl iodides/vinyl triflates with 2,2,2-trifluoro-N-(2-(4-[2,2,2-trifluoro-acetylamino)-phenyl]buta-1,3-diynyl)-phenyl)-acetamide provide a straightforward entry into 3,3'-disubstituted-2,2'-biindolyls. Subsequent application of the procedure to homochiral aryl iodides affords the corresponding chiral 3,3'-disubstituted-2,2'-biindolyls. The methodology can also be applied to the synthesis of benzo[c]indolo[2,3-a]carbazoles. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：3033 / 3039

页数：7

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