Application of Ynamides in the Synthesis of 2-Amidoindoles

被引:76
作者
Dooleweerdt, Karin [2 ,3 ]
Ruhland, Thomas [1 ]
Skrydstrup, Troels [2 ,3 ]
机构
[1] H Lundbeck & Co AS, DK-2400 Copenhagen, Denmark
[2] Aarhus Univ, Ctr Insoluble Prot Struct inSPIN, Dept Chem, DK-8000 Aarhus C, Denmark
[3] Aarhus Univ, Interdisciplinary Nanosci Ctr, DK-8000 Aarhus C, Denmark
关键词
ONE-POT SYNTHESIS; HIGHLY FUNCTIONALIZED INDOLES; AXIALLY CHIRAL ANILIDES; EFFICIENT SYNTHESIS; SUBSTITUTED YNAMIDES; ALKYNYL BROMIDES; O-HALOANILINES; GENERAL-METHOD; ENE-YNAMIDES; CYCLOADDITIONS;
D O I
10.1021/ol802477d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A Pd-catalyzed, one-pot, two-step synthesis of 2-amidoindoles from ynamides and o-lodoanilines Is reported. A key highlight of this sequence is that after the Sonogashira reaction, intramolecular cyclization to the indole occurs spontaneously without activation of the alkyne.
引用
收藏
页码:221 / 224
页数:4
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