A novel indium-catalyzed Sonogashira coupling reaction, effected in the absence of a copper salt, phosphine ligand and palladium

被引：39

作者：

Borah, HN ^{[1
]}

Prajapati, D ^{[1
]}

Boruah, RC ^{[1
]}

机构：

[1] Reg Res Lab, Dept Med Chem, Jorhat 785006, Assam, India

来源：

SYNLETT | 2005年 / 18期

关键词：

Sonogashira coupling reaction; indium trichloride; aryl halides; terminal alkynes;

D O I：

10.1055/s-2005-918948

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient copper-, phosphine ligand- and palladium-free indium-catalyzed Sonogashira coupling reaction has been developed in the presence of 1 mol% indium trichloride. Coupling of various aryl halides with terminal alkynes afforded the corresponding aryl alkynes in moderate to excellent yields.

引用

页码：2823 / 2825

页数：3

共 46 条

[11] Poly(aryleneethynylene)s: Syntheses, properties, structures, and applications
Bunz, UHF
[J]. CHEMICAL REVIEWS, 2000, 100 (04) : 1605 - 1644
[12] SYNTHESIS OF ARYL-SUBSTITUTED AND VINYL-SUBSTITUTED ACETYLENE DERIVATIVES BY USE OF NICKEL AND PALLADIUM COMPLEXES
CASSAR, L
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1975, 93 (02) : 253 - 257
[13] FINE FEATHERS MAKE FINE BIRDS - THE HECK REACTION IN MODERN GARB
DE MEIJERE, A
MEYER, FE
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1994, 33 (23-24) : 2379 - 2411
[14] DELAROSA MA, 1995, SYNTHETIC COMMUN, V20, P2059
[15] The first enantioselective synthesis of (S)-5-bromo-3-(1-methyl-2-pyrrolidinyl)pyridine:: a key intermediate for the preparation of SIB-1508Y
Felpin, FX
Vo-Thanh, G
Villiéras, J
Lebreton, J
[J]. TETRAHEDRON-ASYMMETRY, 2001, 12 (08) : 1121 - 1124
[16] A copper-free palladium catalyzed cross coupling reaction of vinyl tosylates with terminal acetylenes
Fu, XY
Zhang, SY
Yin, JG
Schumacher, DP
[J]. TETRAHEDRON LETTERS, 2002, 43 (37) : 6673 - 6676
[17] Palladium-catalyzed cross-alkynylation of aryl bromides by sodium tetraalkynylaluminates
Gelman, D
Tsvelikhovsky, D
Molander, GA
Blum, J
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (18) : 6287 - 6290
[18] Sonogashira coupling reactions of highly oxygenated vinyl halides: The first synthesis of harveynone and epi-harveynone
Graham, AE
McKerrecher, D
Davies, DH
Taylor, RJK
[J]. TETRAHEDRON LETTERS, 1996, 37 (41) : 7445 - 7448
[19] The chemistry of enediynes, enyne allenes and related compounds
Grissom, JW
Gunawardena, GU
Klingberg, D
Huang, DH
[J]. TETRAHEDRON, 1996, 52 (19) : 6453 - 6518
[20] Heidenreich RG, 2002, SYNLETT, P1118

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