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Palladium(0)-Catalyzed Reaction of 9-Alkyl-9-Borabicyclo[3.3.1]Nonane with 1-Bromo-1-Phenylthioethene: 4-(3-Cyclohexenyl)-2-Phenylthio-1-Butene
[entry]
2003
Organic Syntheses
unpublished
A. 1-Bromo-1-phenylthioethene. A 300 mL, two-necked, round-bottomed flask is fitted with a magnetic stirring bar, a pressure-equalizing dropping funnel, and a reflux condenser to which a nitrogen inlet tube and an oil bubbler are attached, is flushed with nitrogen. In the flask are placed 13.6 g (100 mmol) of phenyl vinyl sulfide (Note 1) and 80 mL of ether (Note 2), and then cooled to ca. -78。C with a dry ice-methanol bath. Bromine (16.0 g, 100 mmol) is added dropwise over 30 min to the
doi:10.1002/0471264180.os071.12
fatcat:qy745owzfvddnhquqb7ggh2xia