A facile preparation of benzyltrimethylstannanes and their utility in the synthesis of 1-benzyl-1,2-dihydroisoquinolines

被引：12
作者：
Deline, JE
Miller, RB [1 ]
机构：
[1] Univ Calif Davis, Dept Chem, Davis, CA 95616 USA
[2] Clorox Serv Co, Pleasanton, CA USA
来源：
TETRAHEDRON LETTERS | 1998年 / 39卷 / 13期
关键词：
D O I：
10.1016/S0040-4039(98)00141-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A Barbier approach employing benzyl halides and trimethyltin chloride in the presence of magnesium metal provides a facile preparation of benzyltrimethylstannanes which react with isoquinoline in the presence of methyl chloroformate to give 1-benzyl-1,2-dihydroisoquinolines. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：1721 / 1724
页数：4
相关论文
共 19 条
[1]  
Bischler A., 1893, CHEM BER-RECL, V26, P1903, DOI DOI 10.1002/CBER.189302602143
[2]  
BLOMBERG C, 1977, SYNTHESIS-STUTTGART, P18
[3]  
BURGER A, 1954, ALKALOIDS-CHEM BIOL, V4, P29
[4]   REGIOSELECTIVE SUBSTITUTION IN AROMATIC 6-MEMBERED NITROGEN-HETEROCYCLES [J].
COMINS, DL ;
OCONNOR, S .
ADVANCES IN HETEROCYCLIC CHEMISTRY, 1988, 44 :199-267
[5]  
CORDELL GA, 1981, INTRO ALKALOIDS, P330
[6]  
DEULOFEU V, 1967, ALKALOIDS, V10, P402
[7]  
FRITSCH P, 1893, CHEM BER, V2, P419
[8]  
GENSLER WJ, 1951, ORG REACTIONS, V6, P191
[9]   HIGH 1,3-ASYMMETRIC INDUCTION IN ADDITION OF ALLYLIC TIN REAGENTS TO CHIRAL 3-SUBSTITUTED 3,4-DIHYDROISOQUINOLINES ACTIVATED BY ACYL CHLORIDES [J].
HATANO, B ;
HARAGUCHI, Y ;
KOZIMA, S ;
YAMAGUCHI, R .
CHEMISTRY LETTERS, 1995, (11) :1003-1004
[10]  
HIFNAWY MS, 1988, ANAL PROFILES DRUG S, V17, P367
12