Copper-Catalyzed Selective Synthesis of Isoindolin-1-ones and Isoquinolin-1-ones from the Three-Component Coupling of 2-Halobenzoic Acid, Alkynylcarboxylic Acid and Ammonium Acetate

被引：39

作者：

Irudayanathan, Francis Mariaraj ^{[1
]}

Noh, Jieun ^{[1
]}

Choi, Jinseop ^{[1
]}

Lee, Sunwoo ^{[1
]}

机构：

[1] Chonnam Natl Univ, Dept Chem, Kwangju 500757, South Korea

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2014年 / 356卷 / 16期

基金：

新加坡国家研究基金会;

关键词：

ammonium acetate; copper; decarboxylative coupling; isoindolin-1-ones; isoquinolin-1-ones; ONE-POT SYNTHESIS; MIYAURA DOMINO REACTIONS; 1ST TOTAL-SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; INTRAMOLECULAR CYCLIZATION; C-N; SUBSTITUTED; 3-METHYLENEISOINDOLIN-1-ONES; ISOQUINOLONE SYNTHESIS; BIOLOGICAL EVALUATION; DERIVATIVES;

D O I：

10.1002/adsc.201400451

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Isoindolin-1-ones and isoquinolin-1-ones were selectively synthesized from the reaction of 2-halobenzoic acid, arylalkynylcarboxylic acid and ammonium acetate (NH4OAc) in the presence of cesium carbonate (Cs2CO3) and a copper catalyst. Conducting the reaction under one-pot conditions provided isoindolin-1-ones in good yields. Changing the addition sequence of ammonium acetate after all reagents had reacted at 120 degrees C for 6 h selectively produced isoquinolin-1-ones. A variety of arylalkynylcarboxylic acids produced the corresponding isoindolin-1-ones and isoquinolin-1-ones in good yields.

引用

页码：3433 / 3442

页数：10

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