Redox-Neutral Ru(0)-Catalyzed Alkenylation of 2-Carboxaldimine-heterocyclopentadienes

被引:8
|
作者
Sala, Roberto [1 ,2 ]
Kiala, Gredy [1 ]
Veiros, Luis F. [3 ]
Broggini, Gianluigi [2 ]
Poli, Giovanni [1 ]
Oble, Julie [1 ]
机构
[1] Sorbonne Univ, Fac Sci & Ingn, Inst Parisien Chim Mol, IPCM,CNRS, F-75005 Paris, France
[2] Univ Insubria, Dipartimento Sci & Alta Tecnol DISAT, I-22100 Como, CO, Italy
[3] Univ Lisbon, Ctr Quim Estrutural, Inst Super Tecn, P-1049001 Lisbon, Portugal
来源
JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 07期
基金
欧盟地平线“2020”;
关键词
C-H ACTIVATION; AROMATIC-SUBSTITUTION; HYDROGEN EVOLUTION; MURAI REACTION; METAL; BOND; DERIVATIVES; CHEMISTRY; MECHANISM; ARYLATION;
D O I
10.1021/acs.joc.1c03044
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new Ru3(CO)12-catalyzed directed alkenylation of2-carboxaldimine-heterocyclopentadienes has been accomplished.This process allows coupling of furan, pyrrole, indole, andthiophene 2-carboxaldimines with electron-poor alkenes such asacrylates, vinylsulfones, and styrenes. This regio- and chemo-selective oxidative C-H coupling does not require the presence ofan additional sacrificial oxidant. Density functional theory calculations allowed us to propose a mechanism and unveiled the nature ofthe H2acceptor.
引用
收藏
页码:4640 / 4648
页数:9
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