2 research outputs found
Microwave Promoted Transcarbamylation Reaction of Sulfonylcarbamates under Continuous-Flow Conditions
Successful conditions for the transcarbamylation/transesterification
reaction of sulfonylcarbamates with alcohols by microwave heating
under continuous-flow conditions were developed. After optimization
of the processes, two series of <i>O</i>-alkylsulfonylcarbamates
were obtained in high yields and purities using microwave transparent
borosilicate tube reactors. In order to also illustrate the usefulness
of the protocol in a medicinal chemistry context, the methodology
was used for the synthesis of three angiotensin II type 2 receptor
ligands
One-Pot, Two-Step, Microwave-Assisted Palladium-Catalyzed Conversion of Aryl Alcohols to Aryl Fluorides via Aryl Nonaflates
A convenient procedure for converting
aryl alcohols to aryl fluorides
via aryl nonafluorobutylsulfonates (ArONf) is presented. Moderate
to good one-pot, two-step yields were achieved by this nonaflation
and microwave-assisted, palladium-catalyzed fluorination sequence.
The reductive elimination step was investigated by DFT calculations
to compare fluorination with chlorination, proving a larger thermodynamic
driving force for the aryl fluoride product. Finally, a key aryl fluoride
intermediate for the synthesis of a potent HCV NS3 protease inhibitor
was smoothly prepared with the novel protocol