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Rhodium‐Catalyzed Regioselective Ortho C−H Olefination of 2‐Arylindoles via NH‐Indole‐Directed C−H Bond Cleavage
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2018-01-18 , DOI: 10.1002/adsc.201701381
Qingshuai Han 1 , Xiemin Guo 1 , Ziyuan Tang 1 , Lv Su 1 , Zizhu Yao 1 , Xiaofeng Zhang 1 , Shen Lin 1 , Shengchang Xiang 2 , Qiufeng Huang 1, 2
Affiliation  

In the past decades, C−H oxidative olefination of indole at C‐2, C‐3, C‐4 and C‐7 positions was well addressed. We report here a rhodium‐catalyzed NH‐indole‐directed ortho C−H bond olefination of 2‐arylindoles. This cross‐dehydrogenative‐coupling proved to be broad in substrate scope, tolerating a variety of functional groups. The synthesis of 6H‐isoindolo[2,1‐α]indoles via rhodium‐catalyzed ortho C−H olefination and subsequent intramolecular aza‐Michael reaction of 2‐arylindoles was also demonstrated.

中文翻译:

铑催化的NH-吲哚-定向CH键断裂对2-Arylindoles的区域选择性邻羟基化

在过去的几十年中,吲哚在C-2,C-3,C-4和C-7位置的CH氧化烯化反应得到了很好的解决。我们在这里报告了2-芳基吲哚的铑催化的NH-吲哚定向的羟基键合烯烃化反应。事实证明,这种交叉脱氢偶联具有广泛的底物范围,可以耐受各种官能团。还展示了通过铑催化的邻位CH烯烃聚合反应和随后的2-芳基吲哚的分子内氮杂-Michael反应合成6 H-异吲哚并[2,1-α]吲哚的过程。
更新日期:2018-01-18
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