A palladium-catalyzed domino coupling process leading to annelated pentafulvenes

被引:21
作者
Dyker, G
Nerenz, F
Siemsen, P
Bubenitschek, P
Jones, PG
机构
[1] TECH UNIV CAROLO WILHELMINA BRAUNSCHWEIG,INST ORGAN CHEM,D-38106 BRAUNSCHWEIG,GERMANY
[2] TECH UNIV CAROLO WILHELMINA BRAUNSCHWEIG,INST ANORGAN CHEM & ANALYT CHEM,D-38106 BRAUNSCHWEIG,GERMANY
关键词
domino coupling reactions; pentafulvenes; catalysis; palladacycles;
D O I
10.1002/cber.19961291019
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Annelated pentafulvenes 2, 10, 13, and 14 are efficiently accessible by a palladium-catalyzed domino coupling process of aryl substituted vinylic bromides 1, 9, 11, and 12. 5-Membered palladacycles 3 are discussed as key intermediates.
引用
收藏
页码:1265 / 1269
页数:5
相关论文
共 22 条
[1]   PALLADIUM-CATALYZED MULTIPLE COUPLING REACTIONS OF BETA-BROMOSTYRENE WITH NORBORNENE AND DICYCLOPENTADIENE [J].
ALBRECHT, K ;
DEMEIJERE, A .
CHEMISCHE BERICHTE, 1994, 127 (12) :2539-2541
[2]   THE DIRECTED SYNTHESIS OF BIARYL COMPOUNDS - MODERN CONCEPTS AND STRATEGIES [J].
BRINGMANN, G ;
WALTER, R ;
WEIRICH, R .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (09) :977-991
[3]  
Bringmann G., 1990, ANGEW CHEM, V102, P1006
[4]   THE CONDENSATION OF FLUORENONE AND ETHYL SUCCINATE [J].
CAMPBELL, N ;
FAIRFULL, AES .
JOURNAL OF THE CHEMICAL SOCIETY, 1949, (MAY) :1102-1106
[5]   GROUP-VIII METAL-CATALYZED C-C BOND-FORMING SEQUENCES [J].
CHIUSOLI, GP .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1986, 300 (1-2) :57-80
[6]   CYCLIC POLYOLEFINS .15. 1-METHYLENE-2,3,6,7-DIBENZCYCLOHEPTATRIENE [J].
COPE, AC ;
FENTON, SW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (04) :1673-1678
[7]   REACTION OF 1,1-DIARYL-2-HALOETHYLENES WITH BUTYLLITHIUM [J].
CURTIN, DY ;
FLYNN, EW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (17) :4714-4719
[8]   ATTEMPTED REARRANGEMENT OF 9-BROMOMETHYLENEFLUORENE INTO 9-BROMOPHENANTHRENE [J].
DETAR, DF ;
BRODERICK, E ;
FOSTER, G ;
HILTON, BD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1950, 72 (05) :2183-2184
[9]   Palladacycles as intermediates in catalyzed processes to polycyclic hydrocarbons [J].
Dyker, G ;
Korning, J ;
Nerenz, F ;
Siemsen, P ;
Sostmann, S ;
Wiegand, A ;
Jones, PG ;
Bubenitschek, P .
PURE AND APPLIED CHEMISTRY, 1996, 68 (02) :323-326
[10]   PALLADIUM-CATALYZED C-H ACTIVATION AT METHOXY GROUPS FOR CROSS-COUPLING REACTIONS - A NEW APPROACH TO SUBSTITUTED BENZO[B]FURANS [J].
DYKER, G .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (23) :6426-6428