Electrochemical N-Centered Radical Addition/Semipinacol Rearrangement Sequence of Alkenyl Cyclobutanols: Synthesis of beta-Amino Cyclic Ketones

Abstract

The electrochemical N-centered radical addition/semipinacol rearrangement sequence of alkenyl cyclobutanols with sulfonimides is described. This transformation is an environmentally friendly approach that uses cheap and easily handled sulfonimides as N-centered radical sources and successfully avoiding the use of stoichiometric amounts of external redox reagents. The beta-amino cyclic ketone derivatives could be synthesized in moderate to high yields from alkenyl cyclobutanol derivatives under mild constant current electrolysis conditions.