Regioselective Iodoazidation of Alkynes: Synthesis of α,α-Diazidoketones

Aryl alkyl alkynes reacted with N-iodosuccinimide (NIS) and trimethylsilyl azide (TMSN3), leading to α,α-diazidoketones via the regioselective addition of IN3 to alkynes. Huisgen cyclization of α,α-diazidoketones generated bis-triazole compounds.

芳基烷基炔烃与N-碘代丁二酰亚胺（N-iodosuccinimide, NIS）以及叠氮三甲基硅烷（trimethylsilyl azide, TMSN3）发生反应，经由IN3对炔烃的区域选择性加成，生成α,α-二叠氮酮。随后，α,α-二叠氮酮经惠斯根环化（Huisgen cyclization）反应得到双三唑类化合物。