Novel synthesis of liquid crystalline compounds of 5-substituted 2-(4-alkylphenyl)pyridines

被引：18

作者：

Chia, WL ^{[1
]}

Shen, SW

Lin, HC

机构：

[1] Fu Jen Catholic Univ, Dept Chem, Taipei, Taiwan

[2] Acad Sinica, Inst Chem, Taipei, Taiwan

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 11期

关键词：

synthesis; pyridine-containing compounds; liquid crystalline compounds;

D O I：

10.1016/S0040-4039(00)02196-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This study describes a novel and efficient synthesis of pyridine-containing liquid crystalline 5-substituted 2-(4-alkylphenyl)pyridines. 4-Alkylphenylmagnesium bromide was reacted with 3-substituted N-ethoxycarbonylpyridinium chloride to give regioselective 1,2-dihydropyridine intermediates, which were subsequently oxidized by o-chloranil. Good yields and high alpha -regioselectivity on the pyridine ring were observed in all cases. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：2177 / 2179

页数：3

相关论文

共 15 条

[1] REGIOSELECTIVE SYNTHESIS OF 4-ALKYLPYRIDINES VIA 1,4-DIHYDROPYRIDINE DERIVATIVES FROM PYRIDINE [J].

AKIBA, K ;

ISEKI, Y ;

WADA, M .

TETRAHEDRON LETTERS, 1982, 23 (04) :429-432

[2]

BAHADUR B, 1990, LIQUID CRYSTALS, V1

[3] THE SYNTHESIS AND LIQUID-CRYSTAL PROPERTIES OF SOME 2,5-DISUBSTITUTED PYRIDINES [J].

BURROW, MP ;

GRAY, GW ;

LACEY, D ;

TOYNE, KJ .

LIQUID CRYSTALS, 1988, 3 (12) :1643-1653

[4] A FACILE SYNTHESIS OF FUNCTIONALIZED 4-BENZYLPYRIDINES BY USING MIXED COPPER, ZINC BENZYLIC ORGANOMETALLICS [J].

CHIA, WL ;

SHIAO, MJ .

TETRAHEDRON LETTERS, 1991, 32 (18) :2033-2034

[5] REGIOSELECTIVE ADDITION OF GRIGNARD-REAGENTS TO 1-ACYLPYRIDINIUM SALTS - A CONVENIENT METHOD FOR THE SYNTHESIS OF 4-ALKYL(ARYL)PYRIDINES [J].

COMINS, DL ;

ABDULLAH, AH .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (22) :4315-4319

[6] THE SYNTHESIS AND TRANSITION-TEMPERATURES OF SOME 4,4''-DIALKYL-1,1'-4',1''-TERPHENYL AND 4,4''-ALKOXYALKYL-1,1'-4',1''-TERPHENYL WITH 2,3-DIFLUORO OR 2',3'-DIFLUORO SUBSTITUENTS AND OF THEIR BIPHENYL ANALOGS [J].

GRAY, GW ;

HIRD, M ;

LACEY, D ;

TOYNE, KJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1989, (12) :2041-2053

[7]

KARTRITZKY AR, 1981, J CHEM RES, P70

[8] STUDIES OF SOME HETEROCYCLIC MESOGENS [J].

NASH, JA ;

GRAY, GW .

MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1974, 25 (3-4) :299-321

[9]

PAVELYUCHENKO AI, 1986, ZH ORG KHIM, V22, P1061

[10] NEW MATERIALS FOR LIQUID-CRYSTAL DISPLAYS - STRUCTURE-PROPERTY RELATIONSHIP OF 2-FLUOROPYRIDINES [J].

REIFFENRATH, V ;

BREMER, M .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1994, 33 (13) :1386-1389