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Rhodium(III)-Catalyzed Direct C7-Selective Alkenylation and Alkylation of Indoles with Maleimides
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2021-11-05 , DOI: 10.1002/adsc.202101055
Yaoguang Sheng 1 , Yi Gao 1 , Bingbing Duan 1 , Mengxia Lv 1 , Yao Chen 1 , Mengjie Yang 1 , Jianmin Zhou 1 , Guang Liang 1 , Zengqiang Song 2
Affiliation  

A versatile and efficient method for the coupling of maleimides and indoles at the C7-position has been established under Rh(III) catalysis. The present protocol was compatible with various functional groups, diverse 3-(indol-7-yl)maleimides and 3-(indol-7-yl)succinimides were obtained in moderate to excellent yields by switching reaction conditions. Moreover, this method further highlights the unique practical application for the conjugation with pharmaceutically useful compounds and amino acid derivatives. To explore the mechanism of this transformation, deuteration studies and control experiments have been carried out.

中文翻译:

铑(III)-催化直接C7-选择性烯基化和吲哚与马来酰亚胺的烷基化

在 Rh(III) 催化下,建立了一种在 C7 位偶联马来酰亚胺和吲哚的通用且有效的方法。本协议与各种官能团兼容,通过切换反应条件以中等至优异的产率获得了多种 3-(indol-7-yl)maleimides 和 3-(indol-7-yl)succinimides。此外,该方法进一步突出了与药用化合物和氨基酸衍生物结合的独特实际应用。为了探索这种转化的机制,已经进行了氘化研究和对照实验。
更新日期:2021-11-05
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