PREPARATION OF STERICALLY MORE CROWDED 1,5-DISUBSTITUTED IMIDAZOLES BY THE REGIOSELECTIVE N-ALKYLATION

被引：14

作者：

KASHIMA, C

HARADA, Y

HOSOMI, A

机构：

[1] Department of chemistry, University of Tsukuba, Tsukuba, Ibaraki

来源：

HETEROCYCLES | 1993年 / 35卷 / 01期

关键词：

D O I：

10.3987/COM-92-S49

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

4-Substituted 1-acetylimidazoles (6), which were derived from 4(5)-substituted imidazoles (1), were N-alkylated by the treatment with alkyl halides. During the work-up, the resulting N-alkylated products were easily hydrolyzed into 1,5-disubstituted imidazoles (3). These reactions were regarded to be the general method for the preparation of sterically more crowded 1,5-disubstituted imidazoles (3).

引用

收藏

页码：433 / 440

页数：8

相关论文

共 15 条

[1]

KAMIJO T, 1982, CHEM PHARM BULL, V30, P4242

[2]

KAMIJO T, 1984, CHEM PHARM BULL, V32, P5044

[3] CONVENIENT SYNTHESIS OF MIXED ANHYDRIDES BY THE OZONOLYSIS OF OXAZOLES [J].

KASHIMA, C ;

HIBI, S ;

HARADA, K ;

OMOTE, Y .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (03) :529-533

[4]

KASHIMA C, 1988, J CHEM RES-S, P62

[5] OZONOLYSIS OF 5-MEMBERED HETEROCYCLES [J].

KASHIMA, C ;

HIBI, S ;

MARUYAMA, T ;

HARADA, K ;

OMOTE, Y .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1987, 24 (03) :637-639

[6] FORMYLATION REACTION USING THE OZONOLYSATE OF OXAZOLE [J].

KASHIMA, C ;

ARAO, H ;

HIBI, S ;

OMOTE, Y .

TETRAHEDRON LETTERS, 1989, 30 (12) :1561-1562

[7] NEW PEPTIDE-SYNTHESIS USING THE OZONOLYSATE OF 2-(1-PHTHALIMIDO)ALKYL-5-PHENYLOXAZOLES [J].

KASHIMA, C ;

OKADA, R ;

ARAO, H .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1991, 28 (05) :1241-1244

[8] OZONOLYSIS OF 5-BROMO-2-PHENYLOXAZOLE AND 5-ETHOXY-2-PHENYLOXAZOLE - THE PRODUCTS AND THE REACTION-MECHANISM [J].

KASHIMA, C ;

ARAO, H .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1991, 28 (03) :805-806

[9] SYNTHESIS AND STEREOSELECTIVE REACTIONS OF 2-(PYRROL-1-YL)ALKANALS AND 2-(PYRROL-1-YL)ALKAN-1-ONES [J].

KASHIMA, C ;

MARUYAMA, T ;

FUJIOKA, Y ;

HARADA, K .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (05) :1041-1046

[10] THE ALKYLATION OF METHYL 2-(1-PYRROLYL)ACETATE - A NEW SYNTHETIC METHOD OF ALPHA-AMINO-ACIDS [J].

KASHIMA, C ;

MARUYAMA, T .

HETEROCYCLES, 1988, 27 (07) :1727-1730