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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

ZUSAMMENFASSUNG

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.

MATERIALIEN

Produktnummer

Marke

Produktbeschreibung

Sigma-Aldrich

Tetrabutylammoniumphosphat monobasisch -Lösung, 1.0 M in H₂O

Sigma-Aldrich

Tetrabutylammoniumfluorid -Lösung, 1.0 M in THF

Sigma-Aldrich

Tetrabutylammoniumhydroxid -Lösung, 40 wt. % in H₂O

Sigma-Aldrich

Tetrabutylammoniumhydroxid -Lösung, 1.0 M in methanol

Sigma-Aldrich

Tetrabutylammoniumhydrogensulfat, 97%

Sigma-Aldrich

Tetrabutylammoniumchlorid, ≥97.0% (NT)

Sigma-Aldrich

Tetrabutylammoniumphosphat monobasisch, puriss., 99% (T)

Supelco

Tetrabutylammoniumhydroxid -Lösung, ~40% in water, suitable for ion chromatography

Sigma-Aldrich

Tetrabutylammoniumbromid, ACS reagent, ≥98.0%

Sigma-Aldrich

Tetrabutylammoniumiodid, reagent grade, 98%

Sigma-Aldrich

Tetrabutylammoniumbromid, ReagentPlus^®, ≥99.0%

Sigma-Aldrich

Tetrabutylammoniumbisulfat, puriss., ≥99.0% (T)

Sigma-Aldrich

Tetrabutylammoniumperchlorat, ≥95.0% (T)

Supelco

Tetrabutylammoniumbisulfat, suitable for ion pair chromatography, LiChropur^™, ≥99.0%

Sigma-Aldrich

Tetrabutylammoniumcyanid, 95%

Sigma-Aldrich

Tetrabutylammoniumhydroxid -Lösung, technical, ~40% in H₂O (~1.5 M)

Sigma-Aldrich

Tetrabutylammoniumiodid, ≥99.0% (AT)

Supelco

Tetrabutylammoniumperchlorat, for electrochemical analysis, ≥99.0%

Sigma-Aldrich

Tetrabutylammonium-Azid

Sigma-Aldrich

Tetrabutylammoniumnitrat, 97%

Sigma-Aldrich

Tetrabutylammoniumfluorid -Lösung, 75 wt. % in H₂O

Supelco

Tetrabutylammoniumbromid, suitable for ion pair chromatography, LiChropur^™, ≥99.0%

Sigma-Aldrich

Tetrabutylammoniumhydroxid -Lösung, 53.5-56.5% in H₂O

Sigma-Aldrich

Tetrabutylammonium-bisulfat -Lösung, ~55% in H₂O

Sigma-Aldrich

Tetrabutylammoniumbromid, 50 wt. % in H₂O

Supelco

Tetrabutylammoniumchlorid, suitable for ion pair chromatography, LiChropur^™, ≥99.0%

Supelco

Tetrabutylammonium-bisulfat -Lösung, suitable for ion pair chromatography, LiChropur^™, concentrate, ampule

Sigma-Aldrich

Tetrabutylammoniumcyanid, technical, ≥80%

Supelco

Tetrabutylammoniumiodid, suitable for ion pair chromatography, LiChropur^™, ≥99.0%