Monomeric silica supported interaction of TOSMIC with highly functionalized imines: A green approach to azetidines via ABB-type cycloaddition reaction

The reaction of TOSMIC with highly functionalized imines has been reported. The use of monomeric silica as a catalyst for the reaction has been reported for the first time. The main product of the reported green methodology, formed by the sequential attack of the two TOSMIC units upon the carbon-nitrogen double bond of highly functionalized imines, has been identified as bis(tosylmethyl)azetidine, a four member N-heterocyclic system. The scope of the reaction concerning functionalized imines and TOSMIC reactivity has been studied and determined, keeping in view the advantage of using TOSMIC as component B for the ABB-type cycloaddition reactions.

Automated summary

The reaction of TOSMIC with highly functionalized imines and the use of monomeric silica as a catalyst for the reaction have been reported. The main product, bis(tosylmethyl)azetidine, was formed by the sequential attack of two TOSMIC units upon the carbon-nitrogen double bond of highly functionalized imines. The scope and reactivity of the reaction with functionalized imines and TOSMIC were studied.