C(sp³)–H Azidation Reaction: A Protocol for Preparation of Aminals

We report a protocol for the synthesis of <i>N</i>,<i>N</i>- and <i>N</i>,<i>O</i>-aminals via direct azidation of sp³ C–H bonds of substrates with an α-nitrogen or α-oxygen atom. A broad range of tetrahydroisoquinolines, tetrahydro-β-carbolines, and cyclic benzyl ethers gave high yields under mild conditions. The protocol could be carried out on a gram scale without a decrease in the yield, and the aminal products could be readily transformed into complex aminals