1 research outputs found
Overcoming Product Inhibition in Catalysis of the Intramolecular Schmidt Reaction
A method
for carrying out the intramolecular Schmidt reaction of
alkyl azides and ketones using a substoichiometric amount of catalyst
is reported. Following extensive screening, the use of the strong
hydrogen-bond-donating solvent hexafluoro-2-propanol was found to
be consistent with low catalyst loadings, which ranged from 2.5 mol
% for favorable substrates to 25 mol % for more difficult cases. Reaction
optimization, broad substrate scope, and preliminary mechanistic studies
of this improved version of the reaction are described