Transition Metal-Catalyzed Direct Arylation of Substrates with Activated sp3-Hybridized C-H Bonds and Some of Their Synthetic Equivalents with Aryl Halides and Pseudohalides

被引:797
|
作者
Bellina, Fabio [1 ]
Rossi, Renzo [1 ]
机构
[1] Univ Pisa, Dipartimento Chim & Chim Ind, I-56125 Pisa, Italy
关键词
CROSS-COUPLING REACTIONS; INTRAMOLECULAR ALPHA-ARYLATION; SILYL ENOL ETHERS; HETEROCYCLIC CARBENE LIGANDS; BETA-DICARBONYL COMPOUNDS; SECONDARY ALKYL-HALIDES; ONE-POT SYNTHESIS; ARYLACETIC ACID-DERIVATIVES; FRIEDEL-CRAFTS REACTION; ARENE RADICAL CATIONS;
D O I
10.1021/cr9000836
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A study was conducted to demonstrate transition metal-catalyzed direct arylation of substrates with activated sp3-hybridized C-H bonds and some of their synthetic equivalents with aryl halides and pseudohalides. The study also focused on the catalyst system and experimental conditions used for the regioselective synthesis of α-arylated compounds through transition metal-catalyzed arylation of synthetic equivalents of carbonyl compounds. The synthetic equivalents of carbonyl compounds included silyl enol ethers and enol ethers of ketones and silyl ketone acetals using aryl halides or pseudohalides as electrophiles. The investigations also highlighted the utility of these experimentally simple reactions that proceeded without requiring preparation of stoichiometric amounts of organometallics.
引用
收藏
页码:1082 / 1146
页数:65
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