High-throughput combinatorial synthesis of substituted benzimidazolones

被引：32

作者：

Pan, PC ^{[1
]}

Sun, CM ^{[1
]}

机构：

[1] Natl Dong Hwa Univ, Dept Chem, Shoufeng 974, Hualien, Taiwan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 35期

关键词：

D O I：

10.1016/S0040-4039(99)01276-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient liquid-phase synthesis of substituted benzimidazolones 7 is described. Resin bound o-fluoronitrobenzene 1 is reacted with various primary amines to afford o-nitroaniline derivatives 2. Subsequent reduction of the aromatic nitro group followed by cyclization gives a PEG bound benzimidazole-2-one 4. N-Alkylation of this resin bound scaffold 4 with several electrophiles gives the resulting library in excellent yield and purity after cleavage. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：6443 / 6446

页数：4

共 19 条

[1] A parallel-group comparison of astemizole and loratadine for the treatment of perennial allergic rhinitis
AlMuhaimeed, H
[J]. JOURNAL OF INTERNATIONAL MEDICAL RESEARCH, 1997, 25 (04) : 175 - 181
[2] The high-pressure SNAr reaction of N-p-fluorobenzyl-2-chlorobenzimidazole with amines;: an approach to norastemizole and analogues
Barrett, IC
Kerr, MA
[J]. TETRAHEDRON LETTERS, 1999, 40 (13) : 2439 - 2442
[3] Blettner CG, 1999, SYNLETT, P307
[4] Borman S, 1999, CHEM ENG NEWS, V77, P33, DOI 10.1021/cen-v077n010.p033
[5] ANTI-SECRETORY AND ANTI-ULCER ACTIVITIES OF SOME NEW 2-(2-PYRIDYLMETHYL-SULFINYL)-BENZIMIDAZOLES
CEREDA, E
TURCONI, M
EZHAYA, A
BELLORA, E
BRAMBILLA, A
PAGANI, F
DONETTI, A
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1987, 22 (06) : 527 - 537
[6] Combinatorial synthesis of dihydropyridone libraries and their derivatives
Creswell, MW
Bolton, GL
Hodges, JC
Meppen, M
[J]. TETRAHEDRON, 1998, 54 (16) : 3983 - 3998
[7] DANKWARDT SM, 1995, TETRAHEDRON LETT, V36, P4923, DOI 10.1016/0040-4039(95)00930-B
[8] Polymer-supported solution synthesis of heparan sulphate-like oligomers
DreefTromp, CM
Willems, HAM
Westerduin, P
vanVeelen, P
vanBoeckel, CAA
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1997, 7 (09) : 1175 - 1180
[9] LIQUID-PHASE COMBINATORIAL SYNTHESIS
HAN, HS
WOLFE, MM
BRENNER, S
JANDA, KD
[J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1995, 92 (14) : 6419 - 6423
[10] Multiple simultaneous synthesis of phenolic libraries
Meyers, HV
Dilley, GJ
Durgin, TL
Powers, TS
Winssinger, NA
Zhu, H
Pavia, MR
[J]. MOLECULAR DIVERSITY, 1995, 1 (01) : 13 - 20

← 1 2 →