boron trifluoride diethyl etherate

in ethylene glycol dimethyl ether 3 h; Heating;

dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride 1.) dichloromethane, -78 deg C, 1 h, 2.) dichloromethane, from -78 deg C to RT, overnight; Yield given. Multistep reaction;

1: 1.) butyllithium / 1.) thf, hexane, 2.) thf, hexane, from -78 deg C to RT, overnight 2: 1.) trifluoroacetic anhydride, DMSO, 2.) triethylamine / 1.) dichloromethane, -78 deg C, 1 h, 2.) dichloromethane, from -78 deg C to RT, overnight View Scheme

sodium hydride 1.) DME, room t., 2.) DME, 3 h, reflux; Yield given. Multistep reaction;