2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 5-(Benzoxazol-2-yl)-1-(cyclohexanon-4-yl)-2-methylbenzimidazole

Participants

Reaction Steps

To a solution of 5-(benzoxazol-2-yl)-1-(4-hydroxycyclohexyl)-2-methylbenzimidazole (see Working Example 49-2) (50 mg, 0.14 mmol) in chloroform (3 mL) was added DDQ (35 mg, 0.16 mmol), and this was stirred overnight at room temperature. After the reaction was complete, this was concentrated, and the residue obtained was purified by silica gel column chromatography to yield the title compound (20 mg, 40% yield) as reddish-brown crystals.

Provenance & Evidence