1,8-Diazabicyclo(5.4.0)undec-7-ene → 3-[5-(4-Cyano-phenyl)[1,3,4]oxadiazol-2-ylmethyl]-benzoic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

Add molybedinum hexacarbonyl (0.07 g, 0.26 mmol) to 4-[5-(3-iodo-benzyl)-[1,3,4]oxadiazol-2-yl]-benzonitrile (0.10 g (0.26 mmol) in 2 mL of a 1:1 mixture of tetrahydrofuran MeOH in a microwave pressure tube. Add DBU (0.11 mL, 0.74 mmol) causing the solution to darken. Add palladium acetate (0.006 g, 0.030 mmol) to the mixture, seal the tube and heat at 100° C. in a microwave reactor for 10 minutes. Cool the mixture to room temperature and purify by flash silica gel chromatography to give 0.04 g 48% yield of 3-[5-(4-cyano-phenyl)-[1,3,4]oxadiazol-2-ylmethyl]-benzoic acid methyl ester a solid.

Provenance & Evidence