Homocoupling of aryl iodides and bromides using a palladium/indium bimetallic system

被引:23
作者
Chang, YM
Lee, SH
Cho, MY
Yoo, BW
Rhee, HJ
Lee, SH
Yoon, CM [1 ]
机构
[1] Korea Univ, Dept New Mat Chem, Jochiwon 339700, Chungnam, South Korea
[2] Korea Univ, Grad Sch Biotechnol, Seoul, South Korea
[3] Hanyang Univ, Coll Sci & Technol, Seoul 133791, South Korea
关键词
aryl halide; homocoupling; indium; palladium;
D O I
10.1081/SCC-200063990
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Homocoupling of aryl iodides and bromides using catalytic amounts of palladium and stoichiometric amounts of indium proceeded smoothly to afford the corresponding biaryls in good to high yields.
引用
收藏
页码:1851 / 1857
页数:7
相关论文
共 34 条
[1]   Solution phase combinatorial synthesis of biaryl libraries employing heterogeneous conditions for catalysis and isolation with size exclusion chromatography for purification [J].
Boger, DL ;
Goldberg, J ;
Andersson, CM .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (07) :2422-2427
[2]   New N-acyl, N-alkyl, and N-bridged derivatives of rac-6,6′,7,7′-tetramethoxy-1,1′,2,2′,3,3′,4,4′-octahydro-1,1′-bisisoquinoline [J].
Busato, S ;
Craig, DC ;
Judeh, ZMA ;
Read, RW .
TETRAHEDRON, 2003, 59 (04) :461-472
[3]   Indium-mediated reductive elimination of halohydrins [J].
Cho, S ;
Kang, S ;
Keum, G ;
Kang, SB ;
Han, SY ;
Kim, Y .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (01) :180-182
[4]   New perspectives in the cross-coupling reactions of organostannanes [J].
Farina, V .
PURE AND APPLIED CHEMISTRY, 1996, 68 (01) :73-78
[5]   Aryl-aryl bond formation one century after the discovery of the Ullmann reaction [J].
Hassan, J ;
Sévignon, M ;
Gozzi, C ;
Schulz, E ;
Lemaire, M .
CHEMICAL REVIEWS, 2002, 102 (05) :1359-1469
[6]   Catalytic alternative of the Ullmann reaction [J].
Hassan, J ;
Penalva, V ;
Lavenot, L ;
Gozzi, C ;
Lemaire, M .
TETRAHEDRON, 1998, 54 (45) :13793-13804
[7]   Palladium-catalyzed (Ullmann-Type) homocoupling of aryl halides: A convenient and general synthesis of symmetrical biaryls via inter- and intramolecular coupling reactions [J].
Hennings, DD ;
Iwama, T ;
Rawal, VH .
ORGANIC LETTERS, 1999, 1 (08) :1205-1208
[8]   The coupling of aryl halides in the ionic liquid [bmim]PF6 [J].
Howarth, J ;
James, P ;
Dai, JF .
TETRAHEDRON LETTERS, 2000, 41 (52) :10319-10321
[9]  
JOACHIM P, 2003, SYNTHESIS-STUTTGART, P633
[10]   Regio- and diastereoselective reduction of nonenolizable α-diketones to acyloins mediated by indium metal [J].
Khan, FA ;
Dash, J ;
Sahu, N ;
Gupta, S .
ORGANIC LETTERS, 2002, 4 (06) :1015-1018