A facile synthesis of antitumoral indeno[1,2-c]pyrazole-4-one by mild oxidation with molecular oxygen

被引：22

作者：

Tao, ZF ^{[1
]}

Sowin, TJ ^{[1
]}

Lin, NH ^{[1
]}

机构：

[1] Abbott Labs, Canc Res, Global Pharmaceut Res & Dev, Abbott Pk, IL 60064 USA

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 44期

关键词：

indenopyrazole; pyrazoloindenone; oxidation; molecular oxygen; Suzuki coupling; Mitsunobu reaction; antitumor activity;

D O I：

10.1016/j.tetlet.2005.08.147

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient, convenient, and general synthetic method for indeno[1,2-c]pyrazole-4-ones through oxidation of indeno-pyrazoles by treatment with a base and molecular oxygen is described, and a possible mechanism for the oxidation is proposed. The product indeno[1,2-c]pyrazole-4-ones were elaborated further by Suzuki coupling and Mitsunobu reaction. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：7615 / 7618

页数：4

共 17 条

[1]

ALNERI E, 1977, TETRAHEDRON LETT, P2117

[2] 1,3-DISUBSTITUTED INDENO[1,2-C]PYRAZOL-4-ONES [J].

BRAUN, RA ;

MOSHER, WA .

JOURNAL OF ORGANIC CHEMISTRY, 1959, 24 (05) :648-650

[3]

DIETRICH B, 1973, TETRAHEDRON LETT, P1225

[4]

FLORES MC, Patent No. 2989538

[5] SYNTHESIS AND PROPERTIES OF KINETICALLY STABILIZED CYCLOHEPTA[DEF]FLUORENE DERIVATIVES [J].

GRIESER, U ;

HAFNER, K .

CHEMISCHE BERICHTE, 1994, 127 (11) :2307-2314

[6] SYNTHESIS OF KETONE AND ALCOHOL DERIVATIVES OF METHYLENE-BRIDGED POLYARENES, POTENTIALLY NEW CLASSES OF ACTIVE METABOLITES OF CARCINOGENIC HYDROCARBONS [J].

HARVEY, RG ;

ABUSHQARA, E ;

YANG, CX .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (23) :6313-6317

[7] Insecticidal properties of 1,3-indaudiones - Effect of acyl groups [J].

Kilgore, LB ;

Ford, JH ;

Wolfe, WC .

INDUSTRIAL AND ENGINEERING CHEMISTRY, 1942, 34 :494-497

[8] SYNTHESIS OF DIAZOFLUORENE BASED REAGENTS AS PHOTOACTIVATABLE MEMBRANE PROBES [J].

LALA, AK ;

DIXIT, RR .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (10) :636-638

[9] Microwave-accelerated homogeneous catalysis in organic chemistry [J].

Larhed, M ;

Moberg, C ;

Hallberg, A .

ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (09) :717-727

[10]

LOVE B, Patent No. 2969374

← 1 2 →