New synthesis of 3-substituted indazoles from 3-trimethylsilylindazole

被引：12

作者：

Hari, Y ^{[1
]}

Shoji, Y ^{[1
]}

Aoyama, T ^{[1
]}

机构：

[1] Nagoya City Univ, Grad Sch Pharmaceut Sci, Mizuho Ku, Nagoya, Aichi 4678603, Japan

来源：

SYNTHESIS-STUTTGART | 2004年 / 08期

关键词：

aryl aldehydes; Brook rearrangement; cesium fluoride; indazoles; silyl compounds;

D O I：

10.1055/s-2004-822531

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of aryl aldehydes with 3-trimethylsilylindazole in the presence of CsF easily gave the corresponding 3-(arylhydroxymethyl)indazoles in good to moderate yields.

引用

页码：1183 / 1186

页数：4

共 23 条

[1] Sonogashira cross-coupling reaction of 3-iodoindazoles with various terminal alkynes: a mild and flexible strategy to design 2-aza tryptamines [J].

Arnautu, A ;

Collot, V ;

Ros, JC ;

Alayrac, C ;

Witulski, B ;

Rault, S .

TETRAHEDRON LETTERS, 2002, 43 (15) :2695-2697

[2] The recent impact of solid-phase synthesis on medicinally relevant benzoannelated nitrogen heterocycles [J].

Bräse, S ;

Gil, C ;

Knepper, K .

BIOORGANIC & MEDICINAL CHEMISTRY, 2002, 10 (08) :2415-2437

[3]

Caron S, 1999, SYNTHESIS-STUTTGART, P588

[4]

CLARAMUNT RM, 1985, HETEROCYCLES, V23, P2895

[5] Suzuki-type cross-coupling reaction of 3-iodoindazoles with aryl boronic acids: a general and flexible route to 3-arylindazoles [J].

Collot, V ;

Dallemagne, P ;

Bovy, PR ;

Rault, S .

TETRAHEDRON, 1999, 55 (22) :6917-6922

[6] Heck cross-coupling reaction of 3-iodoindazoles with methyl acrylate: a mild and flexible strategy to design 2-azatryptamines [J].

Collot, V ;

Varlet, D ;

Rault, S .

TETRAHEDRON LETTERS, 2000, 41 (22) :4363-4366

[7] A CONVENIENT SYNTHETIC ROUTE TO 2-DIPHENYLPHOSPHINOYL-3-HYDROXY, AMINO AND ALKYL INDOLE-DERIVATIVES [J].

COUTURE, A ;

DENIAU, E ;

GIMBERT, Y ;

GRANDCLAUDON, P .

TETRAHEDRON, 1993, 49 (07) :1431-1444

[8] A NOVEL-APPROACH TO 1H-INDAZOLES VIA ARYLAZOSULFIDES [J].

DELLERBA, C ;

NOVI, M ;

PETRILLO, G ;

TAVANI, C .

TETRAHEDRON, 1994, 50 (11) :3529-3536

[9] SYNTHESIS OF INDAZOLES USING POLYPHOSPHORIC ACID .1. [J].

DENNLER, EB ;

FRASCA, AR .

TETRAHEDRON, 1966, 22 (09) :3131-&

[10] INDAZOLES AS INDOLE BIOISOSTERES - SYNTHESIS AND EVALUATION OF THE TROPANYL ESTER AND AMIDE OF INDAZOLE-3-CARBOXYLATE AS ANTAGONISTS AT THE SEROTONIN 5HT3 RECEPTOR [J].

FLUDZINSKI, P ;

EVRARD, DA ;

BLOOMQUIST, WE ;

LACEFIELD, WB ;

PFEIFER, W ;

JONES, ND ;

DEETER, JB ;

COHEN, ML .

JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (09) :1535-1537

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