Highly regioselective palladium-catalyzed condensation of terminal acetylenes with 2,5-diiodobenzoic acid

被引：13

作者：

Balavoine, F

Madec, D

Mioskowski, C ^{[1
]}

机构：

[1] CEA Saclay, Serv Mol Marquees, DSV, DSM, F-91191 Gif Sur Yvette, France

[2] Univ Strasbourg 1, CNRS, Lab Synth Bioorgan, F-67401 Illkirch, France

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 48期

关键词：

alkynes; aryl halides; Sonogashira reaction; regioselection;

D O I：

10.1016/S0040-4039(99)01697-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium-catalyzed coupling reactions between terminal alkynes and 2,5-diiodobenzoic acid have been shown to be highly regioselective, giving a rapid and efficient route for the synthesis of disymmetric 2,5-bis ethynyl benzoic acid derivatives. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：8351 / 8354

页数：4

共 7 条

[1] 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
[2] 5,6,11,12,17,18-hexadehydro-1,4,7,10,13,16-hexaethynyltribenzo[a,e,i]cyclododecene: Synthesis and CpCo-catalyzed cycloisomerization to the first superdelocalized oligophenylenes
Eickmeier, C
Junga, H
Matzger, AJ
Scherhag, F
Shim, M
Vollhardt, KPC
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (19): : 2103 - 2108
[3] Palladium-catalysed heteroannulation with terminal alkynes: synthesis of phthalides
Kundu, NG
Pal, M
Nandi, B
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (03): : 561 - 568
[4] SYNTHESIS OF ISOCOUMARINS FROM O-IODOBENZOIC ACID AND TERMINAL ACETYLENES MEDIATED BY PALLADIUM COMPLEXES AND ZINC-CHLORIDE
LIAO, HY
CHENG, CH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (12) : 3711 - 3716
[5] SELECTIVE PALLADIUM-CATALYZED VINYLIC SUBSTITUTIONS WITH BROMOIODO AROMATICS
PLEVYAK, JE
DICKERSON, JE
HECK, RF
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (23) : 4078 - 4080
[6] SONOGASHIRA K, 1990, COMPREHENSIVE ORGANI, V3, P545
[7] PALLADIUM-CATALYZED ALKENYLATION AND ALKYNYLATION OF POLYHALOARENES
TAO, WJ
NESBITT, S
HECK, RF
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (01) : 63 - 69

← 1 →