Synthesis of 3-phenoxy-1,3-dihydro-1-isobenzofuranones by palladium-catalyzed carbonylative cyclization of 2-bromobenzaldehyde with phenols

被引:11
作者
Cho, CS [1 ]
Baek, DY [1 ]
Shim, SC [1 ]
机构
[1] Kyungpook Natl Univ, Dept Ind Chem, Coll Engn, Taegu 702701, South Korea
关键词
D O I
10.1002/jhet.5570360446
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Bromobenzaldehyde reacts with phenols in acetonitrile under carbon monoxide pressure in the presence of a catalytic amount of bis(triphenylphosphine)palladium(II) chloride to afford the corresponding 3-phenoxy-1,3-dihydro-1-isobenzofuranones in high yields.
引用
收藏
页码:1101 / 1104
页数:4
相关论文
共 31 条
[1]  
[Anonymous], CHEM COMMUN
[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]   Ruthenium-catalysed synthesis of indoles from anilines and trialkanolamines in the presence of tin(II) chloride dihydrate [J].
Cho, CS ;
Lim, HK ;
Shim, SC ;
Kim, TJ ;
Choi, HJ .
CHEMICAL COMMUNICATIONS, 1998, (09) :995-996
[4]   Synthesis of isoindolinones via carbonylative cyclisation of 2-(2-bromophenyl)-2-oxazolines by a bimetallic palladium-nickel catalyst system [J].
Cho, CS ;
Lee, JW ;
Lee, DY ;
Shim, SC ;
Kim, TJ .
CHEMICAL COMMUNICATIONS, 1996, (18) :2115-2116
[5]   Palladium-catalyzed diastereoselective synthesis of isoindolinones [J].
Cho, CS ;
Chu, DY ;
Lee, DY ;
Shim, SC ;
Kim, TJ ;
Lim, WT ;
Heo, NH .
SYNTHETIC COMMUNICATIONS, 1997, 27 (23) :4141-4158
[6]   Synthesis of 3-alkenylisoindolin-1-ones via palladium(O)-catalyzed coupling and cyclization between 2-iodobenzoyl chloride and aldimines [J].
Cho, CS ;
Wu, X ;
Jiang, LH ;
Shim, SC ;
Choi, HJ ;
Kim, TJ .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1998, 35 (01) :265-268
[7]   Synthesis of isoindolinones by palladium-catalyzed carbonylative cyclization of 2-bromobenzaldehyde with diamines [J].
Cho, CS ;
Jiang, LH ;
Shim, SC .
SYNTHETIC COMMUNICATIONS, 1998, 28 (05) :849-857
[8]   Palladium-catalyzed synthesis of 3-(alkylamino)isoindolin-1-ones by carbonylative cyclization of 2-bromobenzaldehyde with primary amines [J].
Cho, CS ;
Jiang, LH ;
Lee, DY ;
Shim, SC ;
Lee, HS ;
Cho, SD .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1997, 34 (04) :1371-1374
[9]   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
[10]   Ruthenium-catalyzed synthesis of 2-ethyl-3-methylquinolines from anilines and triallylamine [J].
Cho, CS ;
Oh, BH ;
Shim, SC .
TETRAHEDRON LETTERS, 1999, 40 (08) :1499-1500