Gold(I)-Catalyzed Selective Hydroarylation of Indoles with Haloalkynes,Organic Letters

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Gold(I)-Catalyzed Selective Hydroarylation of Indoles with Haloalkynes
Organic Letters ( IF 4.9 ) Pub Date : 2022-06-17 , DOI: 10.1021/acs.orglett.2c01921
Cunbo Wei ₁ , Jiawen Wu ₁ , Lizhu Zhang ₁ , Zhonghua Xia ₁

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A highly regio- and stereoselective synthesis of a Z-alkenyl indole via the gold-catalyzed addition of an indole to a haloalkyne was developed. In the presence of gold catalyst SIPrAuCl and cocatalyst NaBARF, a broad range of indoles react with haloalkynes to afford Z-alkenyl indoles with high selectivity at room temperature. Computational studies suggest that the hydroarylation reaction takes place via a concerted C2 addition pathway of the indole to the activated haloalkyne.

中文翻译：

金(I)催化的卤代炔烃选择性氢化吲哚

开发了通过金催化将吲哚加成到卤代炔烃上的Z-烯基吲哚的高度区域和立体选择性合成。在金催化剂 SIPrAuCl 和助催化剂 NaBARF 的存在下，多种吲哚与卤代炔烃反应生成Z-烯基吲哚，在室温下具有高选择性。计算研究表明，氢化芳基化反应通过吲哚与活化卤代炔烃的协同 C2 加成途径发生。

更新日期：2022-06-17

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