A novel synthesis of 2-hydroxymethyl-3-phenyl-1,4-benzodioxanes

被引：13

作者：

Ganesh, T ^{[1
]}

Krupadanam, GLD ^{[1
]}

机构：

[1] Osmania Univ, Dept Chem, Hyderabad 500007, Andhra Pradesh, India

来源：

SYNTHETIC COMMUNICATIONS | 1998年 / 28卷 / 16期

关键词：

D O I：

10.1080/00397919808004893

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of 3,4-dihydroxybenzaldehyde (4a), methyl-(3,4-dihydroxy) benzoate (4b), ethyl-(3,4-dihydroxy) benzoate (4c), 3,4-dihydroxybenzonitrile (4d), 2,3-dihydroxynitrobenzene (4e) with 2-bromomethyl-3-phenyl oxirane (3) in acetone-K2CO3 medium gave six membered heterocycles, 2-hydroxymethyl-3-phenyl-1,4-benzodioxanes (5a-e) regioselectively.

引用

页码：3121 / 3131

页数：11

共 15 条

[1]

BIRCH AJ, 1969, AUST J CHEM, V22, P923

[2]

CHATTERJEE A, 1994, J INDIAN CHEM SOC, V71, P475

[3]

FUKIYAMA Y, 1989, TETRAHEDRON LETT, V30, P5907

[4]

FUKIYAMA Y, 1992, CHEM PHARM BULL, V40, P252

[5]

GANESH T, 1997, IN PRESS INDIAN J B, V34

[6]

GILBERT M, 1981, Patent No. 37778

[7] STRUCTURE OF ISOAMERICANIN-A, A PROSTAGLANDIN-I2 INDUCER, ISOLATED FROM THE SEEDS OF PHYTOLACCA-AMERICANA L [J].

HASEGAWA, T ;

FUKUYAMA, Y ;

KOSHINO, K ;

NAKAGAWA, K ;

ASAKAWA, Y .

CHEMISTRY LETTERS, 1987, (02) :329-332

[8]

JAN H, 1985, Patent No. 38280

[9]

MERLINI L, 1980, J CHEM SOC PERK T, V1, P775

[10] ALPHA-ADRENORECEPTOR REAGENTS .3. SYNTHESIS OF SOME 2-SUBSTITUTED 1,4-BENZODIOXANS AS SELECTIVE PRESYNAPTIC ALPHA-2-ADRENORECEPTOR ANTAGONISTS [J].

STILLINGS, MR ;

CHAPLEO, CB ;

BUTLER, RCM ;

DAVIS, JA ;

ENGLAND, CD ;

MYERS, M ;

MYERS, PL ;

TWEDDLE, N ;

WELBOURN, AP ;

DOXEY, JC ;

SMITH, CFC .

JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (08) :1054-1062

← 1 2 →