ELECTROPHILIC FLUORINATION IN THE SYNTHESIS OF NEW FLUOROINDOLES

被引：60

作者：

HODSON, HF

MADGE, DJ

SLAWIN, ANZ

WIDDOWSON, DA

WILLIAMS, DJ

机构：

[1] IMPERIAL COLL SCI TECHNOL & MED,DEPT CHEM,LONDON SW7 2AY,ENGLAND

[2] WELLCOME RES LABS,DEPT MED CHEM,BECKENHAM BR3 3BS,KENT,ENGLAND

[3] IMPERIAL COLL SCI TECHNOL & MED,CHEM CRYSTALLOG LAB,LONDON SW7 2AY,ENGLAND

来源：

TETRAHEDRON | 1994年 / 50卷 / 06期

关键词：

D O I：

10.1016/S0040-4020(01)80862-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Fluorination of trialkylstannylindoles with caesium fluoroxysulfate or Selectfluor(TM) was investigated for the synthesis of inter-alia 2- and 3-fluoroindoles. Caseium fluoroxysulfate gave good yields of these potentially useful intermediates; Selectfluor provided lower yields.

引用

收藏

页码：1899 / 1906

页数：8

相关论文

共 25 条

[1] THE CLEAVAGE OF ARYL-METAL BONDS BY ELEMENTAL FLUORINE - SYNTHESIS OF ARYL-FLUORIDES [J].

ADAM, MJ ;

BERRY, JM ;

HALL, LD ;

PATE, BD ;

RUTH, TJ .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1983, 61 (04) :658-660

[2]

Appelman E. H., 1986, INORG SYNTH, V24, P22

[3] SYNTHESIS OF ORGANOTRIALKYLSTANNANES - THE REACTION BETWEEN ORGANIC HALIDES AND HEXAALKYLDISTANNANES IN THE PRESENCE OF PALLADIUM COMPLEXES [J].

AZIZIAN, H ;

EABORN, C ;

PIDCOCK, A .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1981, 215 (01) :49-58

[4] 1-ALKYL-4-FLUORO-1,4-DIAZONIABICYCLO[2.2.2]OCTANE SALTS - A NOVEL FAMILY OF ELECTROPHILIC FLUORINATING AGENTS [J].

BANKS, RE ;

MOHIALDINKHAFFAF, SN ;

LAL, GS ;

SHARIF, I ;

SYVRET, RG .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (08) :595-596

[5] FLUORINATION OF BENZOFURAN AND OF N-ACYLINDOLES WITH TRIFLUOROFLUOROOXYMETHANE [J].

BARTON, DHR ;

HESSE, RH ;

JACKMAN, GP ;

PECHET, MM .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (23) :2604-2608

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

BERGMAN, J ;

VENEMALM, L .

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

[7]

BOCCHI V, 1982, SYNTHESIS-STUTTGART, P1096

[8]

BRYCE MR, 1986, B SOC CHIM FR, V6, P930

[9]

CHIRAKAL R, 1991, CHEM BRIT, P47

[10]

CONWAY SC, 1990, HETEROCYCLES, V30, P627