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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

RESUMO

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.

MATERIAIS

Número do produto

Marca

Descrição do produto

Sigma-Aldrich

Tetrabutylammonium phosphate monobasic solution, 1.0 M in H₂O

Sigma-Aldrich

Fluoreto de tetrabutilamônio, 1.0 M in THF

Sigma-Aldrich

Tetrabutylammonium chloride, ≥97.0% (NT)

Sigma-Aldrich

Hidróxido de tetrabutilamônio, 40 wt. % in H₂O

Sigma-Aldrich

Tetrabutylammonium iodide, reagent grade, 98%

Sigma-Aldrich

Hidróxido de tetrabutilamônio, 1.0 M in methanol

Sigma-Aldrich

Tetrabutylammonium perchlorate, ≥95.0% (T)

Sigma-Aldrich

Hidrogenossulfato de tetrabutilamônio, 97%

Supelco

Hidróxido de tetrabutilamônio, ~40% in water, suitable for ion chromatography

Sigma-Aldrich

Tetrabutylammonium cyanide, 95%

Sigma-Aldrich

Tetrabutylammonium bromide, ACS reagent, ≥98.0%

Sigma-Aldrich

Bissulfato de tetrabutilamônio, puriss., ≥99.0% (T)

Sigma-Aldrich

Tetrabutylammonium nitrate, 97%

Sigma-Aldrich

Tetrabutylammonium iodide, ≥99.0% (AT)

Sigma-Aldrich

Tetrabutylammonium azide

Sigma-Aldrich

Fosfato de tetrabutilamônio, puriss., 99% (T)

Sigma-Aldrich

Tetrabutylammonium bromide, ReagentPlus^®, ≥99.0%

Sigma-Aldrich

Fluoreto de tetrabutilamônio, 75 wt. % in H₂O

Supelco

Bissulfato de tetrabutilamônio, suitable for ion pair chromatography, LiChropur^™, ≥99.0%

Supelco

Tetrabutylammonium perchlorate, for electrochemical analysis, ≥99.0%

Sigma-Aldrich

Hidróxido de tetrabutilamônio, 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

Hidróxido de tetrabutilamônio, 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%