A novel diarylation reaction of alkynes by using aryltributylstannane in the presence of palladium catalyst

被引:42
作者
Oda, H [1 ]
Morishita, M [1 ]
Fugami, K [1 ]
Sano, H [1 ]
Kosugi, M [1 ]
机构
[1] GUNMA UNIV, DEPT CHEM, KIRYU, GUMMA 376, JAPAN
关键词
D O I
10.1246/cl.1996.811
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Some alkynes were diarylated by aryltributylstannane 2 in the presence of palladium salt in moderate to good yield with high stereoselectivity. The reaction was catalytic in palladium using copper(II) chloride dihydrate as a reoxidant.
引用
收藏
页码:811 / 812
页数:2
相关论文
共 35 条
[1]   Copper-mediated cross-coupling of organostannanes with organic iodides at or below room temperature [J].
Allred, GD ;
Liebeskind, LS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (11) :2748-2749
[2]   A GENERAL-METHOD FOR THE COUPLING OF VINYL STANNANES [J].
BEDDOES, RL ;
CHEESERIGHT, T ;
WANG, JY ;
QUAYLE, P .
TETRAHEDRON LETTERS, 1995, 36 (02) :283-286
[3]   BEHAVIOR OF ORGANOMAGNESIUMS VIS-A-VIS DISUBSTITUTED ACETYLENICCOMPOUNDS IN THE PRESENCE OF PDCL2 [J].
BROQUET, C ;
RIVIERE, H .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 226 (01) :1-10
[4]   RING-INSERTION AND RING-OPENING REACTIONS OF OCTAETHYLCYCLOTETRASILANE [J].
CARLSON, CW ;
WEST, R .
ORGANOMETALLICS, 1983, 2 (12) :1801-1807
[5]   PD-CATALYZED COUPLING REACTION OF ACETYLENES, IODOTRIMETHYLSILANE, AND ORGANOZINC REAGENTS FOR THE STEREOSELECTIVE SYNTHESIS OF VINYLSILANES [J].
CHATANI, N ;
AMISHIRO, N ;
MORII, T ;
YAMASHITA, T ;
MURAI, S .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (06) :1834-1840
[6]   A NEW CATALYTIC REACTION INVOLVING OXIDATIVE ADDITION OF IODOTRIMETHYLSILANE (ME3SII) TO PD(0) - SYNTHESIS OF STEREODEFINED ENYNES BY THE COUPLING OF ME3SII, ACETYLENES, AND ACETYLENIC TIN REAGENTS [J].
CHATANI, N ;
AMISHIRO, N ;
MURAI, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (20) :7778-7780
[7]   TIN-COPPER TRANSMETALATION - CROSS-COUPLING OF ALPHA-HETEROATOM-SUBSTITUTED ALKYLTRIBUTYLSTANNANES WITH ORGANOHALIDES [J].
FALCK, JR ;
BHATT, RK ;
YE, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (22) :5973-5982
[8]   ON THE NATURE OF THE COPPER EFFECT IN THE STILLE CROSS-COUPLING [J].
FARINA, V ;
KAPADIA, S ;
KRISHNAN, B ;
WANG, CJ ;
LIEBESKIND, LS .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (20) :5905-5911
[9]   SYNTHESIS AND PROPERTIES OF ORGANOMETALLIC RINGS AND MACROCYCLES CONTAINING FERROCENE, SILICON, AND UNSATURATED HYDROCARBON UNITS - X-RAY CRYSTAL-STRUCTURES OF THE NOVEL FERROCENOPHANES FE(ETA-C5H4)2(SIME2)2(CH=CH) AND TRANS,TRANS-FE(ETA-C5H4)2(SIME2)2(CH2CH=CHCH2)2 [J].
FINCKH, W ;
TANG, BZ ;
LOUGH, A ;
MANNERS, I .
ORGANOMETALLICS, 1992, 11 (08) :2904-2911
[10]   ALKYLATION REACTIONS WITH ORGANOMETALLIC COMPOUNDS .2. REACTION OF DIPHENYLACETYLENE WITH PALLADIUM COMPOUNDS OF TYPE L2PDCL2 AND CH3MGBR [J].
GARTY, N ;
MICHMAN, M .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1972, 36 (02) :391-&