Facile palladium-catalyzed synthesis of 3-oxo-1,3-dihydro-1-isobenzofuranyl alkanoates from 2-bromobenzaldehyde and carboxylic acids

被引:14
作者
Cho, CS
Baek, DY
Kim, HY
Shim, SC [1 ]
Oh, DH
机构
[1] Kyungpook Natl Univ, Dept Ind Chem, Coll Engn, Taegu 702701, South Korea
[2] Pukyung Natl Univ, Dept Surface Coating Engn, Pusan 608739, South Korea
关键词
D O I
10.1080/00397910008087130
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Bromobenzaldehyde reacts with carboxylic acids in acetonitrile under carbon monoxide pressure in the presence of a catalytic amount of a palladium catalyst to give the corresponding 3-oxo-1,3-dihydro-1-isobenzofuranyl alkanoates in high yields.
引用
收藏
页码:1139 / 1145
页数:7
相关论文
共 17 条
[1]   SYNTHESIS OF THE C-GLYCOSIDE FRAGMENT OF NOGALAMYCIN AND SOME NOGALAMYCIN PRECURSORS [J].
BATES, MA ;
SAMMES, PG ;
THOMSON, GA .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (11) :3037-3045
[2]   NICKEL(0)-PROMOTED SYNTHESIS OF TETRALIN LACTONES FROM THE CO-CYCLIZATION OF MONOYNES AND OCTA-1,7-DIYNES TERMINALLY SUBSTITUTED WITH ESTER OR AMIDE GROUPS [J].
BHATARAH, P ;
SMITH, EH .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (17) :2163-2168
[3]   ANTHRACYCLINES .1. THE SYNTHESIS OF RACEMIC DAUNOMYCINONE AND SOME RELATED TETRAHYDRONAPHTHACENEQUINONES [J].
BROADHURST, MJ ;
HASSALL, CH .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (09) :2227-2238
[4]   Palladium-catalyzed synthesis of 3-oxo-1,3-dihydro-1-isobenzofuranyl alkanoates from 2-bromobenzaldehyde and sodium alkanoates [J].
Cho, CS ;
Baek, DY ;
Shim, SC .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1999, 36 (01) :289-291
[5]  
CHO CS, IN PRESS J HETEROCYC
[6]   A NEW SYNTHESIS OF 3-YLIDENEPHTHALIDES VIA PALLADIUM-CATALYZED CYCLOCARBONYLATION OF 2-TRIFLYLOXYACETOPHENONES [J].
CIATTINI, PG ;
MASTROPIETRO, G ;
MORERA, E ;
ORTAR, G .
TETRAHEDRON LETTERS, 1993, 34 (23) :3763-3766
[7]  
Khan MW, 1999, SYNLETT, P456
[8]   SYNTHESIS OF ISOCOUMARINS, DIHYDROISOCOUMARINS, AND ISOQUINOLONES VIA PI-ALLYLNICKEL HALIDE AND PI-OLEFIN-PALLADIUM COMPLEXES [J].
KORTE, DE ;
HEGEDUS, LS ;
WIRTH, RK .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (08) :1329-1336
[9]   SYNTHESIS OF PHTHALIDES THROUGH PALLADIUM-CATALYZED HETEROANNULATION OF ACETYLENIC-COMPOUNDS [J].
KUNDU, NG ;
PAL, M .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (01) :86-88
[10]   Palladium-catalysed heteroannulation with terminal alkynes: synthesis of phthalides [J].
Kundu, NG ;
Pal, M ;
Nandi, B .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (03) :561-568