Preparation and palladium-catalysed cross-coupling reactions of 3- and 4-tributylstannylfuran-2(5H)-ones

被引:50
作者
Hollingworth, GJ [1 ]
Perkins, G [1 ]
Sweeney, J [1 ]
机构
[1] UNIV BRISTOL,SCH CHEM,BRISTOL BS8 1TS,AVON,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1996年 / 16期
关键词
D O I
10.1039/p19960001913
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Stannylfuranones 1 and 2 were prepared by ipso radical desulfurative stannylation of phenylsulfanylfuranones 3 and 16. Compounds 1 and 2 underwent Stille coupling reactions with aryl iodides to give 3- and 4-arylfuran-2(5H)-ones.
引用
收藏
页码:1913 / 1919
页数:7
相关论文
共 27 条
[1]   INSITU CUPRATE FORMATION VIA TRANSMETALATION BETWEEN VINYLSTANNANES AND HIGHER-ORDER CYANOCUPRATES [J].
BEHLING, JR ;
BABIAK, KA ;
NG, JS ;
CAMPBELL, AL ;
MORETTI, R ;
KOERNER, M ;
LIPSHUTZ, BH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (08) :2641-2643
[2]   INFRARED STUDIES WITH TERPENOID COMPOUNDS .2. CARBONYL ABSORPTIONS OF GAMMA-LACTONES [J].
BOND, RPM ;
CAIRNS, T ;
CONNOLLY, JD ;
EGLINTON, G ;
OVERTON, KH .
JOURNAL OF THE CHEMICAL SOCIETY, 1965, (JUL) :3958-&
[3]   ANALOGS OF GAMMA-HYDROXYBUTYRIC ACID - SYNTHESIS AND BINDING-STUDIES [J].
BOURGUIGNON, JJ ;
SCHOENFELDER, A ;
SCHMITT, M ;
WERMUTH, CG ;
HECHLER, V ;
CHARLIER, B ;
MAITRE, M .
JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (05) :893-897
[4]  
CHELLAR NS, 1984, ZH ORG KHIM+, V20, P1944
[5]  
CIATTINI PG, 1986, SYNTHESIS-STUTTGART, P70
[6]  
GREENHALGH RP, 1992, SYNLETT, P235
[7]   PREPARATION AND REACTIONS OF 3-TRIBUTYLSTANNYL- AND 4-TRIBUTYLSTANNYL-2-(5H)-FURANONES - PREPARATION OF ARYL FURANONES [J].
HOLLINGWORTH, GJ ;
SWEENEY, JB .
TETRAHEDRON LETTERS, 1992, 33 (46) :7049-7052
[8]   INTRAMOLECULAR CYCLIZATION OF NEROL AND THE RELATED ATTACK OF (Z)-ALLYLIC ALCOHOL MOIETY ON THE TERMINAL OLEFIN LINKAGE AS INDUCED BY TICL4-PHNHME COMPLEX - SYNTHESIS OF NEZUKONE [J].
ITOH, A ;
SAITO, T ;
OSHIMA, K ;
NOZAKI, H .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1981, 54 (05) :1456-1459
[9]   NEW SYNTHETIC METHOD FOR BETA-SUBSTITUTED DELTA-ALPHA,BETA-BUTENOLIDES [J].
IWAI, K ;
KOSUGI, H ;
UDA, H .
CHEMISTRY LETTERS, 1974, (10) :1237-1240
[10]   MICHAEL ADDITION OF ALPHA-PHENYLSULFINYL-DELTA-ALPHA,BETA-BUTENOLIDE [J].
IWAI, K ;
KOSUGI, H ;
UDA, H .
CHEMISTRY LETTERS, 1975, (09) :981-982