Studies on Organometallic Compounds. VII. Reaction of Di-tert-butyl Dicarbonate with α-Trialkylstannyl Derivatives of Pyridine, Quinoline, and Isoquinoline

Abstract

Di-tert-butyl dicarbonate was found to be effective for direct introduction of a tert-butoxycarbonyl group at the α-position of the pyridine nucleus via the trialkylstannyl group; reaction of α-trialkylstannyl derivatives of pyridine, quinoline, and isoquinoline with di-tert-butyl dicarbonate gave the corresponding α-tert-butoxycarbonyl derivatives in good yields, althrough small amounts of a variety of by-products were formed except in the case of pyridine.