A new approach to the synthesis of efaroxan

被引：9

作者：

Couture, K ^{[1
]}

Gouverneur, V ^{[1
]}

Mioskowski, C ^{[1
]}

机构：

[1] Univ Strasbourg 1, Lab Synth Bioorgan, CNRS, Fac Pharm, F-67401 Illkirch Graffenstaden, France

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1999年 / 9卷 / 20期

关键词：

efaroxan; dihydrobenzofurane; epoxide; cyclisation;

D O I：

10.1016/S0960-894X(99)00530-2

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Efaroxan was synthetised by cyclisation of the tertiary alcohol 2 which was prepared by the ring opening of the gem-disubstituted epoxide 3 with ortho-metallated fluorobenzene. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：3023 / 3026

页数：4

共 18 条

[1] ARYNE CHEMISTRY .2. SYNTHESES OF SOME SUBSTITUTED TRIPHENYLENES VIA ORGANOMETALLIC REAGENTS DERIVED FROM 4,4'-DIMETHYL-2-FLUORO-2'-IODOBIPHENYL [J].

BARTLE, KD ;

HEANEY, H ;

JONES, DW ;

LEES, P .

TETRAHEDRON, 1965, 21 (12) :3289-&

[2] DIRECTED LITHIATION OF AROMATIC TERTIARY AMIDES - AN EVOLVING SYNTHETIC METHODOLOGY FOR POLYSUBSTITUTED AROMATICS [J].

BEAK, P ;

SNIECKUS, V .

ACCOUNTS OF CHEMICAL RESEARCH, 1982, 15 (10) :306-312

[3] ALPHA-ADRENORECEPTOR REAGENTS .2. EFFECTS OF MODIFICATION OF THE 1,4-BENZODIOXAN RING-SYSTEM ON ALPHA-ADRENORECEPTOR ACTIVITY [J].

CHAPLEO, CB ;

MYERS, PL ;

BUTLER, RCM ;

DAVIS, JA ;

DOXEY, JC ;

HIGGINS, SD ;

MYERS, M ;

ROACH, AG ;

SMITH, CFC ;

STILLINGS, MR ;

WELBOURN, AP .

JOURNAL OF MEDICINAL CHEMISTRY, 1984, 27 (05) :570-576

[4] GENERATION OF SIMPLE ENOLS IN NONAQUEOUS SOLUTION BY FAST DOUBLE-BOND MIGRATION OF ALLYLIC ALCOHOLS WITH RHODIUM(I) AND IRIDIUM(I) COMPLEXES [J].

CHIN, CS ;

LEE, BG ;

KIM, ST ;

CHUN, JP .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1991, (03) :443-448

[5] A PRACTICAL SYNTHESIS OF 2,3-DIHYDRO-2-BENZOFURANCARBOXYLIC ACID - A GENERAL-ROUTE TO 2,3-DIHYDROBENZOFURANS [J].

EDWARDS, CR ;

READHEAD, MJ ;

TWEDDLE, NJ .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1987, 24 (02) :495-496

[6]

EFFLAND RC, 1981, J HETEROCYCLIC CHEM, P811

[7] (ACYLARYLOXY)ACETIC ACID DIURETICS .3. 2,3-DIHYDRO-5-ACYL-2-BENZOFURANCARBOXYLIC ACIDS, A NEW CLASS OF URICOSURIC DIURETICS [J].

HOFFMAN, WF ;

WOLTERSDORF, OW ;

NOVELLO, FC ;

CRAGOE, EJ ;

SPRINGER, JP ;

WATSON, LS ;

FANELLI, GM .

JOURNAL OF MEDICINAL CHEMISTRY, 1981, 24 (07) :865-873

[8]

HOFFMAN WF, 1981, J AM CHEM SOC, P2318

[9]

HUYNH C, 1979, TETRAHEDRON LETT, V17, P1503

[10] ENANTIOSELECTIVE SYNTHESES OF VINBLASTINE, LEUROSIDINE, VINCOVALINE, AND 20'-EPI-VINCOVALINE [J].

KUEHNE, ME ;

MATSON, PA ;

BORNMANN, WG .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (02) :513-528

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