Intramolecular aromatic amination by a hydrazino group for the synthesis of indolo[1,2-b]indazole derivatives

被引：28

作者：

Zhu, YM ^{[1
]}

Kiryu, Y ^{[1
]}

Katayama, H ^{[1
]}

机构：

[1] Niigata Coll Pharm, Dept Pharmaceut Chem, Niigata 9502081, Japan

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 19期

关键词：

amination; indolo[1,2-b)]indazole; cyclization; 1-aminoindoline; air oxidation;

D O I：

10.1016/S0040-4039(02)00545-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A versatile method for the preparation of indolo[1,2-b]indazole derivatives was developed by the aid of palladium-catalyzed aromatic amination reaction starting from indoline derivatives. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：3577 / 3580

页数：4

共 16 条

[1] STUDIES IN INDAZOLE SERIES - RING-OPENING OF SOME 1-ARYLINDAZOLE-3-CARBOXYLIC ACIDS DURING DECARBOXYLATION [J].

GALE, DJ ;

WILSHIRE, JF .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1973, 26 (12) :2683-2695

[2] 1-AMINOINDOLES - NOVEL REARRANGEMENT OF 1,4-DIHYDROCINNOLINES [J].

HADDLESE.DI ;

SZINAL, SS ;

MAYOR, PA .

JOURNAL OF THE CHEMICAL SOCIETY, 1964, (DEC) :5269-+

[3]

HARTWIG JF, 2000, MODERN AMINATION MET, P195

[4] SYNTHESIS AND PROPERTIES OF DIETHYL 5,10-DIHETERA-5,10-DIHYDROINDENO[2,1-A]INDENE-2,7-DICARBOXYLATES [J].

KASZYNSKI, P ;

DOUGHERTY, DA .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (19) :5209-5220

[5]

Katayama H, 1996, CHEM PHARM BULL, V44, P1099

[6]

Katayama H, 2000, CHEM PHARM BULL, V48, P1628

[7] A general and efficient copper catalyst for the amidation of aryl halides and the N-arylation of nitrogen heterocycles [J].

Klapars, A ;

Antilla, JC ;

Huang, XH ;

Buchwald, SL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (31) :7727-7729

[8] REACTIONS OF INDOLES WITH BENZYNE [J].

KUEHNE, ME ;

KITAGAWA, T .

JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (05) :1270-&

[9] CYCLIZATION REACTIONS IN AZOLE CHEMISTRY - THE REACTION OF SOME AZOLES WITH ORTHO-FLUOROACETOPHENONE, ORTHO-FLUOROBENZALDEHYDE AND ORTHO-FLUOROBENZOPHENONE [J].

ROSEVEAR, J ;

WILSHIRE, JFK .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1991, 44 (08) :1097-1114

[10] PREPARATION AND REACTION OF 1H-PYRAZOLO[1.5-A]INDOLES AS ISOELECTRONIC ANALOGS OF AZULENE (PSEUDOAZULENE) [J].

SHEN, JK ;

KATAYAMA, H .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (13) :1871-1877

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