Palladium heteroannulation process for synthesis of substituted pyrrolo [2,3-b]pyridin-3-ones

被引:51
作者
Desarbre, E [1 ]
Merour, JY [1 ]
机构
[1] UNIV ORLEANS,CNRS,INST CHIM ORGAN & ANALYT,F-45067 ORLEANS 2,FRANCE
关键词
D O I
10.1016/0040-4039(95)02079-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Substituted-3H-pyrrolo[2,3-b]pyridin-3-ones 7b-d were prepared from 2-amino-3-iodopyridine derivatives 3b-d by palladium carboannulation process with allenic compounds and then oxidative cleavage of the exocyclic carbon-carbon double bond.
引用
收藏
页码:43 / 46
页数:4
相关论文
共 30 条
[1]   CARBOPALLADATION OF ALLENIC HYDROCARBONS - A NEW WAY TO FUNCTIONALIZED STYRENES AND 1,3-BUTADIENES [J].
AHMAR, M ;
BARIEUX, JJ ;
CAZES, B ;
GORE, J .
TETRAHEDRON, 1987, 43 (03) :513-526
[2]   SYNTHESIS OF 1,3-DIENES AND FUNCTIONALIZED STYRENES BY CATALYTIC CARBOPALLADATION OF ALLENES [J].
AHMAR, M ;
CAZES, B ;
GORE, J .
TETRAHEDRON LETTERS, 1984, 25 (40) :4505-4508
[3]   PALLADIUM-CATALYZED ALKYLATIVE CYCLIZATION OF 2,3-BUTADIANYLMALONATES TO GAMMA-LACTONES [J].
BESSON, L ;
BAZIN, J ;
GORE, J ;
CAZES, B .
TETRAHEDRON LETTERS, 1994, 35 (18) :2881-2884
[4]   SYNTHETIC METHODOLOGY INVOLVING THE CARBOPALLADATION OF ALLENES [J].
CAZES, B .
PURE AND APPLIED CHEMISTRY, 1990, 62 (10) :1867-1878
[5]   CARBOPALLADATION OF FUNCTIONALIZED ALLENES - REGIOSELECTIVITY OF THE REACTION OF CARBONUCLEOPHILES WITH THE INTERMEDIATE PI-ALLYL PALLADIUM COMPLEXES [J].
CHAPTAL, N ;
COLOVRAYGOTTELAND, V ;
GRANDJEAN, C ;
CAZES, B ;
GORE, J .
TETRAHEDRON LETTERS, 1991, 32 (15) :1795-1798
[6]  
COLLINS DJ, 1976, TETRAHEDRON LETT, P495
[7]  
DANISHEFSKY SJ, 1995, SYNLETT, P475
[8]   SYNTHESIS AND REACTIVITY OF 1-SUBSTITUTED-3H-PYRROLO[2,3-B]-PYRIDIN-3-ONE [J].
DESARBRE, E ;
MEROUR, JY .
TETRAHEDRON LETTERS, 1994, 35 (13) :1995-1998
[9]  
ESTEL L, 1988, J ORG CHEM, P2740
[10]  
GLAMKOSKI EJ, 1970, J ORG CHEM, P3510