A novel method of C-C bond formation via phenylation of terminal acetylenes by triphenylbismuth difluoride

被引:30
作者
Lermontov, SA
Rakov, IM
Zefirov, NS
Stang, PJ
机构
[1] RUSSIAN ACAD SCI,INST PHYSIOL ACT SUBST,CHERNOGOLOVKA 142432,MOSCOW REGION,RUSSIA
[2] UNIV UTAH,DEPT CHEM,SALT LAKE CITY,UT 84112
关键词
D O I
10.1016/0040-4039(96)00730-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Terminal acetylenes readily undergo phenylation by Ph(3)BiF(2) in the presence of catalytic amounts of CuCl affording phenyl substituted acetylenes. (C) 1996 Published by Elsevier Science Ltd.
引用
收藏
页码:4051 / 4054
页数:4
相关论文
共 16 条
[1]   COMPARATIVE ARYLATION REACTIONS WITH PENTAPHENYLBISMUTH AND WITH TRIPHENYLBISMUTH CARBONATE [J].
BARTON, DHR ;
BLAZEJEWSKI, JC ;
CHARPIOT, B ;
LESTER, DJ ;
MOTHERWELL, WB ;
PAPOULA, MTB .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1980, (17) :827-829
[2]   PENTAVALENT ORGANOBISMUTH REAGENTS .2. THE PHENYLATION OF PHENOLS [J].
BARTON, DHR ;
BHATNAGAR, NY ;
BLAZEJEWSKI, JC ;
CHARPIOT, B ;
FINET, JP ;
LESTER, DJ ;
MOTHERWELL, WB ;
PAPOULA, MTB ;
STANFORTH, SP .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (12) :2657-2665
[3]   COPPER CATALYZED O-PHENYLATION OF PHENOLS AND ENOLS BY PENTAVALENT ORGANOBISMUTH COMPOUNDS [J].
BARTON, DHR ;
FINET, JP ;
KHAMSI, J ;
PICHON, C .
TETRAHEDRON LETTERS, 1986, 27 (31) :3619-3622
[4]   THE CHEMISTRY OF PENTAVALENT ORGANOBISMUTH REAGENTS .7. THE POSSIBLE ROLE OF RADICAL MECHANISMS IN THE PHENYLATION PROCESS FOR BISMUTH(V), AND RELATED LEAD(IV), IODINE(III), AND ANTIMONY(V) REAGENTS [J].
BARTON, DHR ;
FINET, JP ;
GIANNOTTI, C ;
HALLEY, F .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (01) :241-249
[5]  
BARTONDHR, 1985, J CHEM SOC P1, P2667
[6]   Organo-derivatives of bismuth. Part V. The stability of halogen, cyano-, and thiocyanoderivatives of tertiary aromatic bismuthines. [J].
Challenger, F ;
Wilkinson, JF .
JOURNAL OF THE CHEMICAL SOCIETY, 1922, 121 :91-104
[7]  
DODONOV VA, 1985, ZH OBSHCH KHIM+, V55, P466
[8]  
DODONOV VA, 1984, ZH OBSHCH KHIM+, V54, P2157
[9]  
DODONOV VA, 1985, ZH OBSHCH KHIM+, V55, P2514
[10]   MACROCYCLIC ACETYLENIC COMPOUNDS .1. CYCLOTETRADECA-1,3-DIYNE AND RELATED COMPOUNDS [J].
EGLINTON, G ;
GALBRAITH, AR .
JOURNAL OF THE CHEMICAL SOCIETY, 1959, (MAR) :889-896