2-BENZOTHIAZOLYLCHLOROMETHYLLITHIUM - SYNTHESIS OF OXIRANES

被引:22
作者
FLORIO, S [1 ]
TROISI, L [1 ]
机构
[1] UNIV LECCE,DIPARTIMENTO BIOL,I-73100 LECCE,ITALY
关键词
D O I
10.1016/S0040-4039(00)74787-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Deprotonation of 2-chloromethylbenzothiazole 1 with lithium diisopropylamide (LDA) in tetrahydrofuran (THF) at -78-degrees-C gives a red solution of 2-benzothiazolylchloromethyllithium 2, which couples with carbonyl compounds furnishing oxiranes 3.
引用
收藏
页码:7953 / 7956
页数:4
相关论文
共 8 条
[1]   REARRANGEMENT OF 2,4-DIMETHYLTHIAZOLE 3-OXIDE WITH ACETIC ANHYDRIDE [J].
ANDERSON, HJ ;
BARNES, DJ ;
KHAN, ZM .
CANADIAN JOURNAL OF CHEMISTRY, 1964, 42 (11) :2375-+
[2]   CHEMISTRY OF ALPHA-HALOMETAL COMPOUNDS - BROMOLITHIUMMETHANE, SYNTHESIS OF EPOXIDES FROM ALDEHYDES AND KETONES [J].
CAINELLI, G ;
RONCHI, AU .
TETRAHEDRON, 1971, 27 (24) :6109-&
[3]  
CHIKASHITA H, 1986, SYNTHESIS-STUTTGART, P375
[4]  
COREY EJ, 1967, TETRAHEDRON LETT, P2325
[5]  
COREY EJ, 1978, TETRAHEDRON LETT, P5
[6]   STEREOSELECTIVE SYNTHESIS OF VINYLBENZOTHIAZOLES AND THEIR EPOXIDES [J].
FLORIO, S ;
INGROSSO, G ;
RONZINI, L ;
EPIFANI, E .
TETRAHEDRON, 1991, 47 (20-21) :3365-3374
[7]   FLUORIDE ION-CATALYZED GENERATION AND CARBONYL ADDITION OF ALPHA-HALO CARBANIONS DERIVED FROM ALPHA-HALO ORGANO-SILICON COMPOUNDS [J].
FUJITA, M ;
OBAYASHI, M ;
HIYAMA, T .
TETRAHEDRON, 1988, 44 (13) :4135-4145
[8]  
TAKAHASHI S, 1969, CHEM PHARM BULL, V17, P1598