CONVENIENT SYNTHESIS OF 5-SUBSTITUTED-6-METHOXY OR 6-HYDROXY-2,3-DIHYDRO-1,4-BENZODIOXINS VIA LITHIATED INTERMEDIATES

被引：4

作者：

BESSON, T ^{[1
]}

HRETANI, M ^{[1
]}

COUDERT, G ^{[1
]}

GUILLAUMET, G ^{[1
]}

机构：

[1] UNIV ORLEANS,CNRS,CHIM BIOORGAN & ANALYT LAB,BP 6759,F-45067 ORLEANS 2,FRANCE

来源：

TETRAHEDRON | 1993年 / 49卷 / 07期

关键词：

D O I：

10.1016/S0040-4020(01)90194-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The 6-methoxy and 6-tetrahydropyranyloxy-2,3-dihydro-1,4-benzodioxins can be lithiated at the 5-position to give intermediate lithio derivatives which react with various electrophiles to afford, after hydrolysis, 5-substituted-6-methoxy and 6-hydroxy-2,3-dihydro-1,4-benzodioxins.

引用

页码：1421 / 1430

页数：10

共 33 条

[1] SYNTHESIS, THERMAL-STABILITY, AND CHEMI-LUMINESCENCE PROPERTIES OF THE DIOXETANES DERIVED FROM 1,4-DIOXINS [J].

ADAM, W ;

PETERS, EM ;

PETERS, K ;

PLATSCH, H ;

SCHMIDT, E ;

VONSCHNERING, HG ;

TAKAYAMA, K .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (21) :3920-3928

[2]

BEAULIEU F, 1992, SYNTHESIS-STUTTGART, P112

[3] SYNTHESIS AND FLUORESCENT PROPERTIES OF SOME HETEROBIFUNCTIONAL AND RIGIDIZED 7-AMINOCOUMARINS [J].

BESSON, T ;

COUDERT, G ;

GUILLAUMET, G .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1991, 28 (06) :1517-1523

[4]

BOSSERAY P, 1992, IN PRESS CAN J CHEM

[5]

BUCHI G, 1978, J ORG CHEM, V43, P3417

[6] 2,4-DIAMINO-6,7-DIMETHOXYQUINAZOLINES .1. 2-[4-(1,4-BENZODIOXAN-2-YLCARBONYL)PIPERAZIN-1-YL] DERIVATIVES AS ALPHA-1-ADRENOCEPTOR ANTAGONISTS AND ANTIHYPERTENSIVE AGENTS [J].

CAMPBELL, SF ;

DAVEY, MJ ;

HARDSTONE, JD ;

LEWIS, BN ;

PALMER, MJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (01) :49-57

[7] ALPHA-ADRENORECEPTOR REAGENTS .1. SYNTHESIS OF SOME 1,4-BENZODIOXANS AS SELECTIVE PRE-SYNAPTIC ALPHA-2-ADRENORECEPTOR ANTAGONISTS AND POTENTIAL ANTI-DEPRESSANTS [J].

CHAPLEO, CB ;

MYERS, PL ;

BUTLER, RCM ;

DOXEY, JC ;

ROACH, AG ;

SMITH, CFC .

JOURNAL OF MEDICINAL CHEMISTRY, 1983, 26 (06) :823-831

[8] PURPURENOL, A HIGHLY OXYGENATED COUMARIN FROM PTEROCAULON-PURPURASCENS [J].

DEBENEDETTI, SL ;

NADINIC, EL ;

COUSSIO, JD ;

DEKIMPE, N ;

FENEAUDUPONT, J ;

DECLERCO, JP .

PHYTOCHEMISTRY, 1991, 30 (08) :2757-2758

[9]

DEWAR GH, 1983, EUR J MED CHEM, V18, P286

[10]

GOTTLIEB OR, 1977, NEW NATURAL PRODUCTS, P236

← 1 2 3 4 →