利用三重态氮宾实现复杂双环（杂）芳基叠氮化物的碳-氮替换

C- to- N replacement of complex bicyclic (hetero)aryl azides Dong- Il Park1, Johanna M. Masterson1, Yuri Gelato1,2, Jing Ke3, Artem V. Tsymbal3, Mark D. Levin1* Despite recent proof- of- concept advances, aromatic carbon- tonitrogen replacement reactions remain substrate specific and exhibit an overreliance on harsh oxidation methods that preclude their deployment in demanding contexts. transformations relying on singlet nitrene valence isomerization, in particular, have suffered from competitive intersystem crossing to the triplet spin state, which does not undergo the same rearrangement. In this work, we report a reaction that productively engages triplet aryl nitrenes for carbon- to- nitrogen replacement on the benzenoid ring of a range of bicyclic heteroarenes, including naphthalenes, anthracene, indoles, benzofurans, benzothiophene, indazoles, and benzisothiazoles. …