Photocatalytic Strecker-Type Reaction for the Synthesis of Primary α-Aminonitriles

A practical photoinduced direct N-O cleavage of oxime ethers via a single electron transfer (SET) process was developed, enabling controlled generation of N-H imines via iminyl radical intermediates. By employing this strategy, an efficient Strecker-type reaction was established to construct a variety of primary α-aminonitriles using TMSCN as a cyanide source. This protocol showed exceptional tolerance to various functional groups, delivering the corresponding products in good yields. Mechanistic investigations indicate the involvement of iminyl radicals and a radical/polar crossover sequence.