LITHIATED 2-METHYL-5-PHENYLOXAZOLES, FORMATION AND REACTIONS WITH ELECTROPHILES

被引：5

作者：

KASHIMA, C

ARAO, H

OKADA, R

机构：

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

来源：

HETEROCYCLES | 1990年 / 30卷 / 01期

关键词：

D O I：

10.3987/COM-89-S25

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The methyl group of 2-methyl-5-phenyloxazole (1) has been lithiated with lithium diisopropylamide (LDA) and the resulting lithio derivative has been reacted with electrophiles to obtain 2-alkyl-5-phenyloxazoles. © 1990.

引用

页码：487 / 492

页数：6

共 14 条

[1]

DANN O, 1975, LIEBIGS ANN CHEM, P160

[2] ULTRASOUND IN ORGANIC-SYNTHESIS .12. INSITU GENERATION AND USES OF BUTYLLITHIUM REAGENTS IN SEVERAL SYNTHETIC REACTIONS [J].

EINHORN, J ;

LUCHE, JL .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (18) :4124-4126

[3] ACID-CATALYZED DECOMPOSITION OF DIAZO-COMPOUNDS .1. SYNTHESIS OF OXAZOLES IN THE BF3 CATALYZED REACTION OF DIAZO CARBONYL-COMPOUNDS WITH NITRILES [J].

IBATA, T ;

SATO, R .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1979, 52 (12) :3597-3600

[4] UNUSUALLY FACILE RING-OPENING OF 5-ALKOXYOXAZOLES - APPLICATION TO THE SYNTHESIS OF DIMETHOXY-ALPHA-METHYLDOPA [J].

JACOBI, PA ;

UENG, S ;

CARR, D .

JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (12) :2042-2044

[5] 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

[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] REACTION OF 3,5-DIMETHYLISOXAZOLE WITH SOME ELECTROPHILES [J].

KASHIMA, C ;

YAMAMOTO, Y ;

TSUDA, Y .

HETEROCYCLES, 1977, 6 (06) :805-829

[8]

KASHIMA C, IN PRESS SYNTHESIS

[9] METALATION STUDIES OF TRISUBSTITUTED OXAZOLES [J].

LIPSHUTZ, BH ;

HUNGATE, RW .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (07) :1410-1413

[10]

SAKAMOTO T, 1984, CHEM PHARM BULL, V32, P2005

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