Cross-Coupling Reactions of Potassium Alkyltrifluoroborates with Aryl and 1-Alkenyl Trifluoromethanesulfonates

Organic Letters

Volumn 3, Issue 3, 2001, Pages 393-396

  Molander, Gary A ^a   Ito, Takatoshi ^a  

^a UNIVERSITY OF PENNSYLVANIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; BORIC ACID; MESYLIC ACID DERIVATIVE; TRIFLUOROMETHANESULFONIC ACID;

ARTICLE; CHEMISTRY; SYNTHESIS;

ALKENES; BORATES; MESYLATES;

EID: 0035825767     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol006896u     Document Type: Article

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45. 2 (36 mg, 0.045 mmol), and 4-acetylphenyltriflate (134 mg, 0.5 mmol) in THF (5 mL) was added water (0.5 mL) under an argon atmosphere, followed by heating at reflux. The reaction mixture was stirred at reflux temperature for 18 h, then cooled to room temperature, and diluted with water (10 mL) followed by extraction with ether (50 mL × 3). The ethereal solution was washed with 1 N HCl (10 mL) and brine (20 mL) and dried over magnesium sulfate. The solvent was removed in vacuo and the crude product was purified by silica gel column chromatography (eluting with hexane/ether 20:1) to yield 3b (108 mg, 0.48 mmol, 96%).
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