ELECTROCYCLIC RING-CLOSURE OF 1-AZATRIENES AS A ROUTE TO THE INDOLO[3,2,1-IJ][1,6]NAPHTHYRIDINE RING-SYSTEM

被引：0

作者：

GERMAIN, AL

GILCHRIST, TL

KEMMITT, PD

机构：

[1] WELLCOME FDN LTD,TEMPLE HILL,DARTFORD,KENT,ENGLAND

[2] UNIV LIVERPOOL,DEPT CHEM,LIVERPOOL L69 3BX,ENGLAND

来源：

HETEROCYCLES | 1994年 / 37卷 / 02期

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D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

t- Methods of annelation of indole across the 1- and 2-positions have been explored using both the intramolecular Heck reaction and Dieckmann cyclisation. Two examples 5 and 7 of the title ring system have been produced by the thermal cyclisation of indole-3-carboxaldehyde oximes with an alkenyl substituent at C-2.

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页码：697 / 700

页数：4

相关论文

共 15 条

[1]

BERGER J, 1992, Patent No. 485962

[2] EFFICIENT SYNTHESIS OF 2-CHLOROINDOLE, 2-BROMOINDOLE, AND 2-IODOINDOLE [J].

BERGMAN, J ;

VENEMALM, L .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (08) :2495-2497

[3] A DIECKMANN/RING EXPANSION APPROACH TO TETRAHYDROPYRIDO[1,2-A]INDOLES AND TETRAHYDROAZEPINO[1,2-A]INDOLES [J].

BIT, RA ;

DAVIS, PD ;

HILL, CH ;

KEECH, E ;

VESEY, DR .

TETRAHEDRON, 1991, 47 (26) :4645-4664

[4] PREPARATION OF 1-SUBSTITUTED-3,4-DIHYDRONAPHTHALENE-2-CARBOXALDEHYDE N,N-DIMETHYLHYDRAZONES BY PALLADIUM(0) COUPLING, AND THEIR ELECTROCYCLIC RING-CLOSURE [J].

GILCHRIST, TL ;

HEALY, MAM .

TETRAHEDRON, 1993, 49 (12) :2543-2556

[5] SUPPRESSION OF ALKENE ISOMERIZATION IN PRODUCTS FROM INTRAMOLECULAR HECK REACTIONS BY ADDITION OF TL(I) SALTS [J].

GRIGG, R ;

LOGANATHAN, V ;

SANTHAKUMAR, V ;

SRIDHARAN, V ;

TEASDALE, A .

TETRAHEDRON LETTERS, 1991, 32 (05) :687-690

[6] THE SYNTHESIS OF FUSED RING NITROGEN-HETEROCYCLES VIA REGIOSPECIFIC INTRAMOLECULAR HECK REACTIONS [J].

GRIGG, R ;

SRIDHARAN, V ;

STEVENSON, P ;

SUKIRTHALINGAM, S ;

WORAKUN, T .

TETRAHEDRON, 1990, 46 (11) :4003-4018

[7] THE SYNTHESIS OF BRIDGED-RING CARBOCYCLES AND HETEROCYCLES VIA PALLADIUM CATALYZED REGIOSPECIFIC CYCLIZATION REACTIONS [J].

GRIGG, R ;

SANTHAKUMAR, V ;

SRIDHARAN, V ;

STEVENSON, P ;

TEASDALE, A ;

THORNTONPETT, M ;

WORAKUN, T .

TETRAHEDRON, 1991, 47 (46) :9703-9720

[8] THE 1ST SYNTHESIS OF MUTAGENIC TRP-P-1 VIA THE ELECTROCYCLIC REACTION OF 1-AZAHEXA-1,3,5-TRIENE SYSTEM [J].

HIBINO, S ;

SUGINO, E ;

OGURA, N ;

SHINTANI, Y ;

SATO, K .

HETEROCYCLES, 1990, 30 (01) :271-273

[9] A NEW ROUTE TO THE PYRIDINE NUCLEUS FUSED TO SOME HETEROCYCLES [J].

HIBINO, S ;

KANO, S ;

MOCHIZUKI, N ;

SUGINO, E .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (25) :5006-5008

[10] SYNTHESIS OF GENOTOXIC HETEROCYCLIC AMINES TRP-P-1 AND TRP-P-2 [J].

HIBINO, S ;

SUGINO, E ;

KUWADA, T ;

OGURA, N ;

SATO, K ;

CHOSHI, T .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (22) :5917-5921