Nitroso reagents, electrophilic aminations, chemical generators, continuous processing, in silico
Abstract :
[en] Despite their significant potential in synthetic organic chemistry, nitroso compounds remain marginally used as a consequence of their toxicity, heat and light-sensitivity. Additionally, reactions with nitroso compounds and various organic substrates are strongly exothermic, sensitive to local stoichiometry, and subjected to variety of competing chemical pathways. This presentation summarizes our most recent contributions to the development of DFT-guided, smart flow processes for taming and steering the selectivity for a range of C-nitroso species and nitrozation reagents.3 In particular, we will discuss the chemistry of α-chloro-nitroso, acyl nitroso derivatives and aryl nitrosoarenes in automated flow setups, as well as our efforts toward the implementation of a versatile flow generator of dinitrogen trioxide as a potent nitrozation reagent.