Reductive Heck Reactions of N-Methyl-substituted Tricyclic Imides

被引:23
作者
Goksu, Gokce [1 ]
Ocal, Nuket [1 ]
Kaufmann, Dieter E. [2 ]
机构
[1] Yildiz Tech Univ, Fac Art & Sci, Dept Chem, TR-34210 Esenler, Turkey
[2] Tech Univ Clausthal, Inst Organ Chem, D-38678 Clausthal Zellerfeld, Germany
来源
MOLECULES | 2010年 / 15卷 / 03期
关键词
homogenous catalysis; palladium; C-C coupling; hydroarylation; heterocycles; 1,3-DIPOLAR CYCLOADDITION REACTION; UNSATURATED DICARBOXIMIDES; CYCLIC IMIDES; DERIVATIVES; ANTICANCER;
D O I
10.3390/molecules15031303
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The palladium-catalyzed hydroarylation of N-methyl-substituted tricyclic imides was studied in order to find a new stereoselective access to a series of new exoaryl( hetaryl)-substituted tricyclic N-methylimides.
引用
收藏
页码:1302 / 1308
页数:7
相关论文
共 11 条
[1]   Structural investigations into the retro-Diels-Alder reaction.: Experimental and theoretical studies [J].
Birney, D ;
Lim, TK ;
Koh, JHP ;
Pool, BR ;
White, JM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (18) :5091-5099
[2]   Synthesis, biological activity, and quantitative structure-activity relationship study of azanaphthalimide and arylnaphthalimide derivatives [J].
Braña, MF ;
Gradillas, A ;
Gómez, A ;
Acero, N ;
Llinares, F ;
Muñoz-Mingarro, D ;
Abradelo, C ;
Rey-Stolle, F ;
Yuste, M ;
Campos, J ;
Gallo, MA ;
Espinosa, A .
JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (09) :2236-2242
[3]   Domino-Heck Reactions of Carba- and Oxabicyclic, Unsaturated Dicarboximides: Synthesis of Aryl-Substituted, Bridged Perhydroisoindole Derivatives [J].
Celik, Cumali ;
Kulu, Irem ;
Ocal, Nuket ;
Kaufmann, Dieter E. .
HELVETICA CHIMICA ACTA, 2009, 92 (06) :1092-1101
[4]   1,3-Dipolar cycloaddition reaction: Synthesis and configuration of norcantharidin derivatives of substituted aromatic amine [J].
Deng, Liping ;
Hu, Yongzhou .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2007, 44 (03) :597-601
[5]   1,3-dipolar cycloaddition reaction: Synthesis of novel 5,6-dehydronorcantharidin derivatives of substituted aromatic amines with potential antitumor activities [J].
Deng, LP ;
Liu, FM ;
Wang, HY .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2005, 42 (01) :13-18
[6]   Structural studies on cycloadducts of furan, 2-methoxyfuran, and 5-trimethylsilylcyclopentadiene with maleic anhydride and N-methylmaleimide [J].
Goh, Yit Wooi ;
Pool, Brett R. ;
White, Jonathan M. .
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (01) :151-156
[7]   Hydroarylation of bicyclic, unsaturated dicarboximides:: access to aryl-substituted, bridged perhydroisoindoles [J].
Goeksu, Goekce ;
Guel, Melek ;
Oecal, Nueket ;
Kaufmann, Dieter E. .
TETRAHEDRON LETTERS, 2008, 49 (17) :2685-2688
[8]   Modified norcantharidins: synthesis, protein phosphatases 1 and 2A inhibition, and anticancer activity [J].
Hart, ME ;
Chamberlin, AR ;
Walkom, C ;
Sakoff, JA ;
McCluskey, A .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (08) :1969-1973
[9]   Synthesis of new N-substituted cyclic imides with an expected anxiolytic activity.: XVII.: Derivatives of 1-ethoxybicyclo[2.2.2]-oct-5-one-2,3-dicarboximide [J].
Kossakowski, J ;
Jarocka, M .
FARMACO, 2001, 56 (10) :785-789
[10]  
Namyslo JC, 1999, SYNLETT, P114