A Novel Method to Construct 2-Aminobenzofurans via [4+1] Cycloaddition Reaction of In Situ Generated Ortho-Quinone Methides with Isocyanides

A new approach for the synthesis of 2-aminobenzofurans has been described via Sc(OTf)(3) mediated formal cycloaddition of isocyanides with the in situ generated ortho-quinone methides (o-QMs) from o-hydroxybenzhydryl alcohol. Notably, as a class of readily available and highly active intermediates, o-QMs were first used in the construction of benzofurans. This [4 + 1] cycloaddition reaction provides a straightforward and efficient methodology for the construction of 2-aminobenzofurans scaffold in good yield (up to 93% yield) under mild conditions.

Automated summary

A new method for the synthesis of 2-aminobenzofurans using Sc(OTf)(3) has been described, utilizing o-QMs as intermediates and providing a straightforward and efficient approach for the construction of the scaffold.