Intramolecular Schmidt Reaction of Acyl Chlorides with Alkyl Azides: Rapid Access to Fused Polycyclic Nitrogen-Containing Heterocycles via a Multistep One-Pot Transformation
Schmidt reaction by sulfonium ions is described. General primary,
secondary, and tertiary alkyl azides were converted to the corresponding
carbonyl or imine compounds without any trace of the activators. This
bond scission reaction showcased ring-opening, -expansion, and one-pot
further conversion of the substrates as well as the application with C-H
azidation.
Schmidt reaction by sulfonium ions is described. General primary,
secondary, and tertiary alkyl azides were converted to the corresponding
carbonyl or imine compounds without any trace of the activators. This
bond scission reaction showcased ring-opening, -expansion, and one-pot
further conversion of the substrates as well as the application with C-H
azidation.
Schmidt reaction by sulfonium ions is described. General primary,
secondary, and tertiary alkyl azides were converted to the corresponding
carbonyl or imine compounds without any trace of the activators. This
bond scission reaction showcased ring-opening, -expansion, and one-pot
further conversion of the substrates as well as the application with C-H
azidation.
A one-pot double benzyne cascade allows rapid access to 1-substituted dibenzothiophene derivatives, including cross-coupling partners and a chiral amine.