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submitted on 31.03.2020 and posted on 31.03.2020by Patrick Fier, Suhong Kim, Ryan Cohen
We report the development
of a multifunctional reagent for the direct conversion of pyridines to
Boc-protected 2-aminopyridines with exquisite site- and chemoselectivity. The
novel reagent was prepared on 200 gram-scale in a single step, reacts in the
title reaction under mild conditions without precautions towards air or
moisture, and is tolerant of nearly all common functionality. Experimental and in-situ spectroscopicmonitoring techniques provide detailed insights
and unexpected findings for the unique reaction mechanism.