Litcius/Paper detail

Sulfonium ion-promoted traceless Schmidt reaction of alkyl azides

Bayu Ardiansah, Hiroki Tanimoto, Takenori Tomohiro, Tsumoru Morimoto, Kiyomi Kakiuchi

2021Chemical Communications16 citationsDOI

Abstract

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 through 1,2-migration of C-H and C-C bonds was accessible to the one-pot substitution reaction.

Topics & Concepts

SulfoniumChemistrySchmidt reactionAlkylBond cleavageIonSubstitution reactionCombinatorial chemistryMedicinal chemistryOrganic chemistrySalt (chemistry)CatalysisClick Chemistry and ApplicationsSynthesis and Catalytic ReactionsChemical Synthesis and Analysis