Rapid construction of C4-substituted phenanthridinones through palladium-catalyzed domino N-arylation/aryl-aryl coupling process

被引：1

作者：

Liu, Chao ^{[1
]}

Song, Liangliang ^{[2
]}

Van Meervelt, Luc ^{[3
]}

Van der Eycken, Erik V. ^{[1
,4
]}

机构：

[1] Katholieke Univ Leuven, Lab Organ & Microwave Assisted Chem LOMAC, Dept Chem, Celestijnenlaan 200F, B-3001 Leuven, Belgium

[2] Nanjing Forestry Univ, Jiangsu Prov Key Lab Chem & Utilizat Agroforest B, Coll Chem Engn,Jiangsu CoInnovat Ctr Efficient Pr, Int Innovat Ctr Forest Chem & Mat,Jiangsu Key Lab, Nanjing 210037, Peoples R China

[3] Katholieke Univ Leuven, Biomol Architecture, Dept Chem, Celestijnenlaan 200F, B-3001 Leuven, Belgium

[4] RUDN Univ, Peoples Friendship Univ Russia, Miklukho Maklaya St 6, Moscow 117198, Russia

来源：

MOLECULAR CATALYSIS | 2021年 / 513卷

关键词：

Phenanthridinone; Palladium; Arylation; Cyclization; Aryl-aryl coupling; C-N; METAL-FREE; SECONDARY AMIDES; ACID; LIGAND; DERIVATIVES; ANNULATION; EFFICIENT; ANALOGS;

D O I：

10.1016/j.mcat.2021.111766

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

An excellent chemo- and regioselective palladium-catalyzed cascade intermolecular N-arylation/aryl-aryl coupling process has been developed. Employing Pd(TFA)2, PCy3 center dot HBF4, K2CO3 and 1,4-dioxane in an oil bath at 100 degrees C for 12 h, diverse C4-substituted phenanthridinones are synthesized from o-bromobenzamides in 42-92% yield. Broad substrate scope and excellent functional group tolerance are observed. The synthetic utility of this method is illustrated by the further derivatization to prepare multiple-substituted phenanthridinones in 30-75% yield.

引用

页数：6

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