Synthesis of isoindolin-1-ones via palladium-catalyzed intermolecular coupling and heteroannulation between 2-iodobenzoyl chloride and imines

被引：22

作者：

Cho, CS

Shim, HS

Choi, HJ

Kim, TJ

Shim, SC ^{[1
]}

Kim, MC

机构：

[1] Kyungpook Natl Univ, Coll Engn, Dept Ind Chem, Taegu 702701, South Korea

[2] Kyungil Univ, Coll Gen Educ, Kyungsan 712701, South Korea

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 20期

关键词：

palladium; catalyst; cyclization; isoindolin-1-ones;

D O I：

10.1016/S0040-4039(00)00495-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Iodobenzoyl chloride reacts with an array of imines in acetonitrile-methanol under carbon monoxide pressure in the presence of a catalytic amount of bis(triphenylphosphine)palladium(II) chloride/triphenylphosphine together with triethylamine to afford the corresponding isoindolin-1-ones in moderate yields. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：3891 / 3893

页数：3

共 10 条

[1] Synthesis of isoindolinones via carbonylative cyclisation of 2-(2-bromophenyl)-2-oxazolines by a bimetallic palladium-nickel catalyst system
Cho, CS
Lee, JW
Lee, DY
Shim, SC
Kim, TJ
[J]. CHEMICAL COMMUNICATIONS, 1996, (18) : 2115 - 2116
[2] Palladium-catalyzed diastereoselective synthesis of isoindolinones
Cho, CS
Chu, DY
Lee, DY
Shim, SC
Kim, TJ
Lim, WT
Heo, NH
[J]. SYNTHETIC COMMUNICATIONS, 1997, 27 (23) : 4141 - 4158
[3] Cho CS, 1996, B KOR CHEM SOC, V17, P1095
[4] Synthesis of 3-alkenylisoindolin-1-ones via palladium(O)-catalyzed coupling and cyclization between 2-iodobenzoyl chloride and aldimines
Cho, CS
Wu, X
Jiang, LH
Shim, SC
Choi, HJ
Kim, TJ
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1998, 35 (01) : 265 - 268
[5] Synthesis of isoindolinones by palladium-catalyzed carbonylative cyclization of 2-bromobenzaldehyde with diamines
Cho, CS
Jiang, LH
Shim, SC
[J]. SYNTHETIC COMMUNICATIONS, 1998, 28 (05) : 849 - 857
[6] Palladium-catalyzed synthesis of 3-(alkylamino)isoindolin-1-ones by carbonylative cyclization of 2-bromobenzaldehyde with primary amines
Cho, CS
Jiang, LH
Lee, DY
Shim, SC
Lee, HS
Cho, SD
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1997, 34 (04) : 1371 - 1374
[7] Synthesis of spiroisoindolinones by palladium-catalyzed heterocyclization of 2-iodobenzoyl chloride with ketimines
Cho, CS
Wu, X
Jiang, LH
Shim, SC
Kim, HR
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1999, 36 (01) : 297 - 300
[8] PALLADIUM CATALYZED CASCADE CYCLIZATION-CARBONYLATION PROCESSES - RATE ENHANCEMENT BY TL(I) SALTS
GRIGG, R
KENNEWELL, P
TEASDALE, AJ
[J]. TETRAHEDRON LETTERS, 1992, 33 (50) : 7789 - 7792
[9] Takahashi I, 1996, SYNLETT, P353
[10] Tsuji J., 1995, PALLADIUM REAGENTS C

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