Palladium-catalyzed one-step synthesis of isoindole-1,3-diones by carbonylative cyclization of o-halobenzoates and primary amines

被引：59

作者：

Worlikar, Shilpa A. ^{[1
]}

Larock, Richard C. ^{[1
]}

机构：

[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 18期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1021/jo800936h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The palladium-catalyzed aminocarbonylation of o-halobenzoates produces 2-substituted isoindole-1,3-diones in good yields. This methodology provides a good one-step approach to this important class of heterocycles and tolerates a variety of functional groups, including methoxy, alcohol, ketone, and nitro groups.

引用

收藏

页码：7175 / 7180

页数：6

相关论文

共 55 条

[1] Novel and versatile methodology for synthesis of cyclic imides and evaluation of their cytotoxic, DNA binding, apoptotic inducing activities and molecular modeling study [J].

Abdel-Aziz, Alaa A. -M. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2007, 42 (05) :614-626

[2]

ATRA E, 1993, CLIN EXP RHEUMATOL, V11, P487

[3]

Balzarini Jan, 2003, Antiviral Chemistry & Chemotherapy, V14, P139

[4] Metal directed assemblies of a dipeptide:: Formation of β-pleated sheets [J].

Barooah, Nilotpal ;

Sarma, Rupam J. ;

Baruah, Jubaraj B. .

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2006, 15 (15) :2942-2946

[5] Amino acids I Glycine [J].

Billman, JH ;

Parker, EE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1943, 65 :761-762

[6] SYNTHESIS OF AROMATIC NITRILES BY VAPOR-PHASE CATALYTIC AMMOXIDATION [J].

CAVANI, F ;

PARRINELLO, F ;

TRIFIRO, F .

JOURNAL OF MOLECULAR CATALYSIS, 1987, 43 (01) :117-125

[7]

CENTI G, 1989, GAZZ CHIM ITAL, V119, P133

[8] Red-yellow fluorescence patterning of a polymer film containing phthalimido carbamate groups [J].

Chae, Kyu Ho ;

Kim, Yoo Ho .

ADVANCED FUNCTIONAL MATERIALS, 2007, 17 (17) :3470-3476

[9] Synthesis, properties, and gas permeation performance of cardo poly(arylene ether sulfone)s containing phthalimide side groups [J].

Chen, Guang ;

Zhang, Xiaosa ;

Zhang, Suobo ;

Chen, Tianlu ;

Wul, Yonglie .

JOURNAL OF APPLIED POLYMER SCIENCE, 2007, 106 (04) :2808-2816

[10]

Colquhoun H. M., 1991, CARBONYLATION DIRECT

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