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  • Tetrabutylammonium 2-pyridyltriolborate salts for Suzuki-Miyaura cross-coupling reactions with aryl chlorides.

Tetrabutylammonium 2-pyridyltriolborate salts for Suzuki-Miyaura cross-coupling reactions with aryl chlorides.

Organic letters (2013-08-21)
Shohei Sakashita, Miho Takizawa, Juugaku Sugai, Hajime Ito, Yasunori Yamamoto
ABSTRACT

Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of tetrabutylammonium 2-pyridyltriolborate salts with various aryl (heteroaryl) chlorides can produce the corresponding desired coupling products with good to excellent yields. These tetrabutylammonium salts are more reactive than the corresponding lithium salts. The coupling reactions with aryl chlorides progressed in the presence of PdCl2dcpp (3 mol %) and CuI/MeNHCH2CH2OH (20 mol %) in anhydrous DMF without bases.

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Sigma-Aldrich
Tetrabutylammonium phosphate monobasic solution, 1.0 M in H2O
Sigma-Aldrich
Fluoruro di tetrabutilammonio, 1.0 M in THF
Sigma-Aldrich
Tetrabutylammonium chloride, ≥97.0% (NT)
Sigma-Aldrich
Tetrabutilammonio idrossido, 40 wt. % in H2O
Sigma-Aldrich
Tetrabutylammonium iodide, reagent grade, 98%
Sigma-Aldrich
Tetrabutilammonio idrossido, 1.0 M in methanol
Sigma-Aldrich
Tetrabutylammonium perchlorate, ≥95.0% (T)
Sigma-Aldrich
Tetrabutylammonium hydrogensulfate, 97%
Supelco
Tetrabutilammonio idrossido, ~40% in water, suitable for ion chromatography
Sigma-Aldrich
Tetrabutylammonium cyanide, 95%
Sigma-Aldrich
Tetrabutylammonium bromide, ACS reagent, ≥98.0%
Sigma-Aldrich
Tetrabutilammonio bisolfato, puriss., ≥99.0% (T)
Sigma-Aldrich
Tetrabutylammonium nitrate, 97%
Sigma-Aldrich
Tetrabutylammonium iodide, ≥99.0% (AT)
Sigma-Aldrich
Tetrabutylammonium azide
Sigma-Aldrich
Tetrabutilammonio fosfato, puriss., 99% (T)
Sigma-Aldrich
Tetrabutylammonium bromide, ReagentPlus®, ≥99.0%
Sigma-Aldrich
Fluoruro di tetrabutilammonio, 75 wt. % in H2O
Supelco
Tetrabutilammonio bisolfato, suitable for ion pair chromatography, LiChropur, ≥99.0%
Supelco
Tetrabutylammonium perchlorate, for electrochemical analysis, ≥99.0%
Sigma-Aldrich
Tetrabutilammonio idrossido, technical, ~40% in H2O (~1.5 M)
Sigma-Aldrich
Tetrabutylammonium bromide solution, 50 wt. % in H2O
Supelco
Tetrabutylammonium bromide, suitable for ion pair chromatography, LiChropur, ≥99.0%
Sigma-Aldrich
Tetrabutilammonio idrossido, 53.5-56.5% in H2O
Sigma-Aldrich
Tetrabutylammonium bisulfate solution, ~55% in H2O
Sigma-Aldrich
Tetrabutylammonium cyanide, technical, ≥80%
Supelco
Tetrabutylammonium chloride, suitable for ion pair chromatography, LiChropur, ≥99.0%
Supelco
Tetrabutylammonium bisulfate solution, suitable for ion pair chromatography, LiChropur, concentrate, ampule
Supelco
Tetrabutylammonium iodide, suitable for ion pair chromatography, LiChropur, ≥99.0%