Abstract:
A rare example of visible-light-mediated diverse
reactivity of N-sulfinylamines with different types of carbene precursors
has been disclosed. Acylsilanes and aryldiazoacetates have been utilized
as nucleophilic and electrophilic carbene precursors into the N�S�O
linchpin, to achieve valuable amides and α-iminoesters, respectively.
Interestingly, diazocarbonyls can also participate in the amidation
reaction with N-sulfinylamines via in situ generated ketenes. This
operationally simple modular method offers a mild, transition-metal
free, and coupling-reagent-free protocol to fabricate structurally diverse
amides and a promptly accessible technique to achieve α-iminoesters,
where visible light remains as a key promoter.
