Copper-catalyzed One-Pot Synthesis of Isoindolinones from 2-Chlorobenzoic Acid, Aryl Alkynyl Carboxylic Acid, and Ammonium Acetate

被引:5
作者
Irudayanathan, Francis Mariaraj [1 ]
Oh, Jonghoon [1 ]
Lee, Sunwoo [1 ]
机构
[1] Chonnam Natl Univ, Dept Chem, Kwangju 500757, South Korea
关键词
Isoindolinones; Phenyl propiolic acid; Copper iodide; 2-Chlorobenzoic acid; MIYAURA DOMINO REACTIONS; STEREOSELECTIVE-SYNTHESIS; 3-COMPONENT SYNTHESIS; C-N; ISOINDOLIN-1-ONES; HETEROANNULATION; CONDENSATION; LENNOXAMINE; CYCLIZATION; YNAMIDES;
D O I
10.1002/bkcs.10348
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[No abstract available]
引用
收藏
页码:1745 / 1746
页数:2
相关论文
共 21 条
[1]   Syntheses of Substituted 3-Methyleneisoindolin-1-ones By a Palladium-Catalyzed Sonogashira Coupling-Carbonylation-Hydroamination Sequence in Phosphonium Salt-Based Ionic liquids [J].
Cao, Hong ;
McNamee, Laura ;
Alper, Howard .
ORGANIC LETTERS, 2008, 10 (22) :5281-5284
[2]   Gold- and Iodine-Mediated Internal Oxygen Transfer of Nitrone- and Sulfoxide-Functionalized Alkynes [J].
Chen, Dan ;
Song, Guoyong ;
Jia, Aiqun ;
Li, Xingwei .
JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (20) :8488-8494
[3]   A new approach to isoindolobenzazepines. A simple synthesis of lennoxamine [J].
Couture, A ;
Deniau, E ;
Grandclaudon, P ;
Hoarau, C .
TETRAHEDRON, 2000, 56 (11) :1491-1499
[4]   Synthesis of 3-(arylmethylene)isoindolin-1-ones from ynamides by Heck-Suzuki-Miyaura domino reactions. Application to the synthesis of lennoxamine [J].
Couty, S ;
Liegault, B ;
Meyer, C ;
Cossy, J .
TETRAHEDRON, 2006, 62 (16) :3882-3895
[5]   Heck-Suzuki-Miyaura domino reactions involving ynamides.: An efficient access to 3-(Arylmethylene)isoindolinones [J].
Couty, S ;
Liégault, B ;
Meyer, C ;
Cossy, J .
ORGANIC LETTERS, 2004, 6 (15) :2511-2514
[6]   Chemistry and Biology Of Multicomponent Reactions [J].
Domling, Alexander ;
Wang, Wei ;
Wang, Kan .
CHEMICAL REVIEWS, 2012, 112 (06) :3083-3135
[7]   A new approach to isoindolinone derivatives by sequential palladium iodide-catalyzed oxidative aminocarbonylation-heterocyclization of 2-ethynylbenzamides [J].
Gabriele, Bartolo ;
Mancuso, Raffaella ;
Ziccarelli, Ida ;
Salerno, Giuseppe .
TETRAHEDRON LETTERS, 2012, 53 (49) :6694-6696
[8]   Microwave assisted copper-free Sonogashira coupling/5-exo-dig cycloisomerization domino reaction: access to 3-(phenylmethylene)isoindolin-1-ones and related heterocycles [J].
Hellal, Malik ;
Cuny, Gregory D. .
TETRAHEDRON LETTERS, 2011, 52 (42) :5508-5511
[9]   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 [J].
Irudayanathan, Francis Mariaraj ;
Noh, Jieun ;
Choi, Jinseop ;
Lee, Sunwoo .
ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (16) :3433-3442
[10]   Copper-Catalyzed, One-Pot, Three-Component Synthesis of Benzimidazoles by Condensation and C-N Bond Formation [J].
Kim, Yong ;
Kumar, Manian Rajesh ;
Park, Namjin ;
Heo, Yumi ;
Lee, Sunwoo .
JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (23) :9577-9583