An unusual and highly efficient access to thieno[2,3-b]-benzothiopyran structures

被引：16

作者：

Boivin, J

Boutillier, P

Zard, SZ ^{[1
]}

机构：

[1] Ecole Polytech, Synth Organ Lab, CNRS, F-91128 Palaiseau, France

[2] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 13期

关键词：

D O I：

10.1016/S0040-4039(99)00285-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Dihydrothieno[2,3-b]-benzothiopyran-4-ones are easily obtained by an intermolecular radical addition to an unactivated olefin using an S-o-fluorophenacyl xanthate followed by a novel, base induced domino cyclisation. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：2529 / 2532

页数：4

相关论文

共 15 条

[1]

BOGESO KP, 1991, J MED CHEM, V34, P2023

[2] An expedient radical based approach to difluorophosphonate analogues of thionucleosides [J].

Boivin, J ;

Ramos, L ;

Zard, SZ .

TETRAHEDRON LETTERS, 1998, 39 (38) :6877-6880

[3] New antipsychotic agents with serotonin and dopamine antagonist properties based on a pyrrolo[2,1-b][1,3]benzothiazepine structure [J].

Campiani, G ;

Nacci, V ;

Bechelli, S ;

Ciani, SM ;

Garofalo, A ;

Fiorini, I ;

Wikström, H ;

de Boer, P ;

Liao, Y ;

Tepper, PG ;

Cagnotto, A ;

Mennini, T .

JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (20) :3763-3772

[4] 4H-1-BENZOTHIOPYRAN-4-ONE-3-CARBOXYLIC ACIDS AND 3,4-DIHYDRO-2H-ISOTHIAZOLO[5,4-B][1]BENZOTHIOPYRAN-3,4-DIONES AS QUINOLONE ANTIBACTERIAL ANALOGS [J].

CECCHETTI, V ;

FRAVOLINI, A ;

FRINGUELLI, R ;

SCHIAFFELLA, F ;

LORENZINI, MC ;

TABARRINI, O .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1993, 30 (04) :1143-1148

[5] REDUCTIVE CLEAVAGE AND RING EXPANSION OF THIOCHROMANE AND BENZODIHYDROTHIOPHENE [J].

COHEN, T ;

CHEN, FP ;

KULINSKI, T ;

FLORIO, S ;

CAPRIATI, V .

TETRAHEDRON LETTERS, 1995, 36 (25) :4459-4462

[6] CONDENSED THIOPHENE RING-SYSTEMS .16. DERIVATIVES OF 11H-[1]BENZOTHIENO[2,3-B][1]BENZOTHIOPYRAN [J].

IDDON, B ;

SUSCHITZKY, H ;

TAYLOR, DS .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (21) :2500-2505

[7] CONFORMATIONAL-ANALYSIS AND STRUCTURAL COMPARISONS OF (1R,3S)-(+)-TEFLUDAZINE AND (1S,3R)-(-)-TEFLUDAZINE, (S)-(+)-OCTOCLOTHEPIN AND (R)-(-)-OCTOCLOTHEPIN, AND (+)-DEXCLAMOL IN RELATION TO DOPAMINE RECEPTOR ANTAGONISM AND AMINE-UPTAKE INHIBITION [J].

LILJEFORS, T ;

BOGESO, KP .

JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (02) :306-312

[8]

MAJUMDAR KC, 1991, SYNLETT, P595

[9] REGIOSELECTIVE SYNTHESIS OF 4-(ARYLOXYMETHYL)THIOPYRANO [2,3-B][1]BENZOTHIOPYRAN-5(2H)-ONES [J].

MAJUMDAR, KC ;

KHAN, AT ;

SAHA, S .

SYNTHETIC COMMUNICATIONS, 1992, 22 (06) :901-912

[10]

MAJUMDAR KC, 1994, INDIAN J CHEM B, V33, P216