A NOVEL SYNTHETIC APPROACH TO ETHERS

被引:19
作者
KATRITZKY, AR
ZHAO, XH
SHCHERBAKOVA, IV
机构
[1] Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 12期
关键词
D O I
10.1039/p19910003295
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1-Methoxymethylbenzotriazole undergoes lithiation at the methylene group and the carbanion affords substitution products with various electrophiles. Grignard reagents replace the benzotriazole residues of some of the compounds thus obtained to give the corresponding methyl ethers.
引用
收藏
页码:3295 / 3299
页数:5
相关论文
共 25 条
[1]   MECHANISM OF ACETAL CLEAVAGE WITH METHYLMAGNESIUM IODIDE [J].
ABELL, AD ;
MASSYWESTROPP, RA .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1985, 38 (07) :1031-1036
[2]   PHOTOLYSIS OF 2-PHENYLETHYL AND 4-PHENYL-1-BUTYL HALIDES IN ALCOHOLIC SOLVENTS [J].
BHALERAO, VK ;
NANJUNDIAH, BS ;
SONAWANE, HR ;
NAIR, PM .
TETRAHEDRON, 1986, 42 (05) :1487-1496
[3]  
CAMPS F, 1982, SYNTHESIS-STUTTGART, P186
[4]   BASICITY AND ACIDITY OF AZOLES - THE ANNELATION EFFECT IN AZOLES [J].
CATALAN, J ;
CLARAMUNT, RM ;
ELGUERO, J ;
LAYNEZ, J ;
MENENDEZ, M ;
ANVIA, F ;
QUIAN, JH ;
TAAGEPERA, M ;
TAFT, RW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (13) :4105-4111
[5]  
GENDREAU Y, 1979, B SOC CHIM FR II-CH, P305
[6]   [METHOXY(PHENYLTHIO)METHYL]LITHIUM AND [METHOXY(PHENYLTHIO)(TRIMETHYLSILYL)METHYL]LITHIUM - CONVENIENT REAGENTS FOR THE FACILE CONVERSION OF ALDEHYDES, KETONES, AND 3-ALKOXY ENONES INTO KETENE O,S-ACETAL DERIVATIVES [J].
HACKETT, S ;
LIVINGHOUSE, T .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (06) :879-885
[7]   ON THE CONFIGURATIONAL STABILITY OF ALPHA-BROMO-ALKYLLITHIUM COMPOUNDS [J].
HOFFMANN, RW ;
RUHLAND, T ;
BEWERSDORF, M .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (03) :195-196
[8]   CHIRAL LITHIUM-1-OXYALKANIDES BY ASYMMETRIC DEPROTONATION - ENANTIOSELECTIVE SYNTHESIS OF 2-HYDROXYALKANOIC ACIDS AND SECONDARY ALKANOLS [J].
HOPPE, D ;
HINTZE, F ;
TEBBEN, P .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (12) :1422-1424
[9]   A NOVEL METHOD FOR THE PREPARATION OF SYMMETRICAL AND UNSYMMETRICAL ETHERS - TRITYL PERCHLORATE PROMOTED REDUCTION OF CARBONYL-COMPOUNDS WITH TRIETHYLSILANE [J].
KATO, J ;
IWASAWA, N ;
MUKAIYAMA, T .
CHEMISTRY LETTERS, 1985, (06) :743-746
[10]   THE CHEMISTRY OF N-SUBSTITUTED BENZOTRIAZOLES .6. A NEW SYNTHETIC ROUTE TO AROMATIC KETONES [J].
KATRITZKY, AR ;
KUZMIERKIEWICZ, W .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (04) :819-823