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铑（III）催化四环异喹啉盐的合成：1-苯基-3,4-二氢异喹啉与炔烃在乙醇中的C-H活化和[4+2]环化反应

Rh(iii)-catalyzed synthesis of tetracyclic isoquinolinium salts C-H activation and [4+2] annulation of 1-phenyl-3,4-dihydroisoquinolines and alkynes in ethanol.

作者信息

Dang Xinxin, He Yu, Liu Yingtian, Chen Xuehong, Li Jun-Long, Zhou Xian-Li, Jiang Hezhong, Li Jiahong

机构信息

School of Life Science and Engineering, Southwest Jiaotong University Chengdu 610041 China

Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, Chengdu University Chengdu 610052 China.

出版信息

RSC Adv. 2018 Aug 24;8(52):30050-30054. doi: 10.1039/c8ra05443f. eCollection 2018 Aug 20.

DOI:10.1039/c8ra05443f
PMID:35547300
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9085511/
Abstract

An efficient and convenient method to construct tetracyclic isoquinolinium salts [Cp*RhCl] catalyzed C-H activation and [4 + 2] annulation reactions in ethanol is described. This reaction is very fast and highly efficient in the green solvent ethanol. The reaction works with a broad substrate scope affording the products in good to excellent yields in a short time. Moreover, a ratio of S/C up to 10 000 could be achieved with gram scale synthesis.

摘要

描述了一种在乙醇中通过[Cp*RhCl]催化的C-H活化和[4 + 2]环化反应构建四环异喹啉盐的高效便捷方法。该反应在绿色溶剂乙醇中非常快速且高效。该反应具有广泛的底物范围，能在短时间内以良好至优异的产率得到产物。此外，在克级规模合成中S/C比可达10000。

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本文引用的文献

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Cascade C-H Annulation of Aldoximes with Alkynes Using O as the Sole Oxidant: One-Pot Access to Multisubstituted Protoberberine Skeletons.Cascade C-H 芳构化反应：将 Aldoximes 与炔烃偶联，O 作为唯一氧化剂：一锅法制备多取代 Protoberberine 骨架。
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Cp*Co(III)-Catalyzed C-H/N-N Functionalization of Arylhydrazones for the Synthesis of Isoquinolines.
Cp*Co(III)-催化的芳腙的 C-H/N-N 官能化反应合成异喹啉。
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Cp*Co(III)-Catalyzed C-H Alkenylation/Annulation to Afford Spiro Indenyl Benzosultam.Cp*Co(III)-催化的 C-H 烯丙基化/环化反应构建螺吲哚基苯并噻唑。
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