Direct Alkynylation of Thiophenes: Cooperative Activation of TIPS-EBX with Gold and Bronsted Acids

被引:179
作者
Brand, Jonathan P. [1 ]
Waser, Jerome [1 ]
机构
[1] Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, EPFL SB ISIC LCSO, CH-1015 Lausanne, Switzerland
关键词
alkynes; cooperative catalysis; direct alkynylation; heterocycles; hypervalent iodine; CATALYZED DIRECT ALKYNYLATION; FIELD-EFFECT TRANSISTORS; DIRECT ARYLATION; HYPERVALENT IODINE; TERMINAL ALKYNES; COPPER; TRIFLUOROMETHYLATION; ETHYNYLATION; HETEROCYCLES; ARENES;
D O I
10.1002/anie.201003179
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
United we stand! Cooperative activation of the hypervalent-iodine reagent TIPS-EBX with a gold catalyst and a Brønsted acid allowed the first direct ethynylation of thiophenes at room temperature (see scheme; TFA = trifluoroacetic acid). The obtained ethynylthiophenes are important building blocks for organic dyes and electronic materials. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:7304 / 7307
页数:4
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