A FACILE PREPARATION OF 2-SUBSTITUTED AND 5-SUBSTITUTED 3-BROMOTHIOPHENES

被引:21
作者
MASQUELIN, T [1 ]
OBRECHT, D [1 ]
机构
[1] F HOFFMANN LA ROCHE & CIE AG,PHARMA RES,CH-4002 BASEL,SWITZERLAND
关键词
D O I
10.1016/S0040-4039(00)78549-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Acetylenic ketones of type 4 and acetylenic acetals of type 6 (Scheme 1) are excellent cyclization precursors for the acid-catalyzed synthesis of various heterocycles. Using this methodology, 5- and 2-substituted 3-bromothiophenes of types 7 and 8 have been prepared in good to excellent yields.
引用
收藏
页码:9387 / 9390
页数:4
相关论文
共 13 条
[1]  
BRAYE EH, 1959, CHEM IND-LONDON, P1250
[2]  
BUHLMANN F, 1964, CHEM BER, V97, P2109
[3]   SYNTHESIS OF MAIN GROUP HETEROCYCLES BY METALLACYCLE TRANSFER FROM ZIRCONIUM [J].
FAGAN, PJ ;
NUGENT, WA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (07) :2310-2312
[4]  
GRONOWITZ S, 1992, THIOPHENE ITS DERIVA, V5, P802
[5]  
Hartough H. D., 1952, THIOPHENE ITS DERIVA
[6]  
HINSBERG O, 1910, DTSCH CHEM GES, V43, P901
[7]  
MASQUELIN T, 1994, UNPUB SYNTHESIS
[9]  
Skotheim T. A., 1986, HDB CONDUCTING POLYM
[10]  
SON NK, 1974, B SOC CHIM FR II-CH, P471