Synthesis of 1,3-diynes via palladium-catalyzed reaction of 1,1-dibromo-1-alkenes

Organic Letters

Volumn 2, Issue 18, 2000, Pages 2857-2860

  Shen, Wang ^a   Thomas, Sheela A ^a  

^a ABBOTT LABORATORIES   (United States)

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[No Author keywords available]

Indexed keywords

EID: 0001085925     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol006282p     Document Type: Article

References (39)

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35. 13C NMR spectra.
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37. 4, filtered, and concentrated. The residue was purified by flash chromatography, eluting with 0-5% ethyl acetate in hexanes/dichloromethane (1: 1) to give 2a (132 mg), followed by 3a (8.8 mg).
38. 3 (9.0 mg, 0.010 mmol), tris(4-methoxyphenyl)phosphine (14 mg, 0.040 mmol), and triethylamine (0.41 mL. 3.0 mmol) in anhydrous DMF (3.0 mL) was flushed with nitrogen and heated at 80 °C for 4 h. Usual aqueous work up was followed by column chromatography purifica tion with hexanes/dichloromethane/ethyl acetate (70:25:5) to give 4a as the first fraction (204 mg, 78%) and 5a as the second fraction (65 mg, 18%).
39. 3.