NON-COVENTIONAL ELECTROPHILIC HETEROAROMATIC SUBSTITUTIONS - RING VS SIDE-CHAIN REACTIVITY OF 2,5-DIMETHYL 5-MEMBERED RING HETEROCYCLES TOWARD ELECTRON-DEFICIENT AROMATICS

被引:42
作者
TERRIER, F [1 ]
HALLE, JC [1 ]
SIMONNIN, MP [1 ]
POUET, MJ [1 ]
机构
[1] FAC SCI & TECH ROUEN,CHIM ORGAN PHYS LAB,F-76130 MT ST AIGNAN,FRANCE
关键词
D O I
10.1021/jo00197a007
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:4363 / 4367
页数:5
相关论文
共 42 条
[1]  
ALEXANDER RS, 1980, J CHEM SOC PERK T 2, P110, DOI 10.1039/p29800000110
[2]   ELECTROPHILIC SUBSTITUTION ON THIOPHENE RING .5. EFFECT OF METHYL-GROUPS ON KINETICS OF HYDROGEN-EXCHANGE IN ACIDIC MEDIA [J].
ALEXANDER, RS ;
BUTLER, AR .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1977, (15) :1998-2001
[3]   ELECTROPHILIC ATTACK OF IODINE MONOCHLORIDE ON HEXAMETHYL- + HEXAETHYLBENZENE IN CARBON TETRACHLORIDE [J].
ANDREWS, LJ ;
KEEFER, RM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (19) :4158-&
[4]   ELECTROPHILIC HETEROAROMATIC REACTIONS .3. THE ALPHA-SIDE-CHAIN BROMINATION OF SOME POLYSUBSTITUTED ALPHA-METHYLPYRROLES IN THE DARK - EVIDENCE FOR THE FORMATION OF INTERMEDIATE SIGMA-ADDUCTS [J].
ANGELINI, G ;
GIANCASPRO, C ;
ILLUMINATI, G ;
SLEITER, G .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (10) :1786-1790
[5]   ELECTROPHILIC HETEROAROMATIC SUBSTITUTIONS .2. MECHANISM OF THE SIDE-CHAIN HALOGENATION OF POLYSUBSTITUTED ALPHA-METHYLPYRROLES WITH MOLECULAR CHLORINE [J].
ANGELINI, G ;
ILLUMINATI, G ;
MONACI, A ;
SLEITER, G ;
SPERANZA, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (04) :1377-1382
[6]   SOME ASPECTS OF ANIONIC SIGMA-COMPLEXES [J].
ARTAMKINA, GA ;
EGOROV, MP ;
BELETSKAYA, IP .
CHEMICAL REVIEWS, 1982, 82 (04) :427-459
[7]   SIDE-CHAIN HALOGENATION OF METHYLBENZENES VIA ELECTROPHILIC NUCLEAR ATTACK .4. PRODUCT ANALYSIS KINETICS AND MECHANISM OF CHLORINATION OF SOME HEXASUBSTITUTED BENZENES [J].
BACIOCCH.E ;
CIANA, A ;
ILLUMINA.G ;
PASINI, C .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (17) :3953-&
[8]   SIDE-CHAIN HALOGENATION OF 2,3-DIMETHYLBENZOFURAN - COMPETITION BETWEEN IONIC AND FREE-RADICAL REACTIONS [J].
BACIOCCHI, E ;
CLEMENTI, S ;
SEBASTIANI, GV .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1974, (15) :1882-1884
[9]   ROLE OF ADDITION-COMPOUNDS IN HALOGENATION OF BENZOFURANS AND BENZOTHIOPHENS [J].
BACIOCCHI, E ;
CLEMENTI, S ;
SEBASTIANI, GV .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1976, (03) :266-271
[10]   REACTIONS OF 2,4-DINITROBENZENEDIAZONIUM IONS WITH FURANS [J].
BARTLE, MG ;
GORE, ST ;
MACKIE, RK ;
MHATRE, S ;
TEDDER, JM .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1978, (05) :401-406