Tert-Butanesulfinamide → HCID 11326499, compound

Participants

Reaction Steps

To a mixture of 500 mg (1.8 mmol) of 1,1,1-trifluoro-4-(5-fluoro-2-methoxyphenyl)-4-methylpentan-2-one (Example 1) and 0.86 mL (3.6 mmol) of a solution of Ti(OEt)4 in EtOH (˜20% Ti) in 7 mL of THF was added 240 mg (2 mmol) t-butylsulfinamide. The reaction was warmed at reflux for 6 h and then cooled to room temperature, diluted with 1 mL of brine and EtOAc, filtered through diatomaceous earth and concentrated to afford an oil. The residue was absorbed onto silica gel and chromatographed on silica gel eluting with hexanes-EtOAc (98:2) to afford 300 mg (44%) of 2-methylpropane-2-sulfinic acid [3-(5-fluoro-2-methoxyphenyl)-3-methyl-1-trifluoromethylbut-(Z)-ylidene]-amide as an orange oil.

Provenance & Evidence