A Facile and Efficient One‐Pot Protocol for Synthesis of 3‐Selenocyanated Imidazo[1,2‐a]Pyridines
Lei Wang, Yikai Zhang, Chaoyu Wang, Like Jiang, Huiru Pan, Shuyu Lai, Xinyu Cao, Yanjie Wang, Guoqun Liu, Huijie Qiao, Liting YangABSTRACT
A mild, transition‐metal‐free one‐pot tandem procedure was developed for the regioselective C3‐selenocyanation of imidazo[1,2‐a]pyridines by employing readily available 2‐aminopyridines, α‐bromo ketones, and potassium selenocyanate (KSeCN) as starting materials. This sequential transformation integrates the in situ construction of the imidazo[1,2‐a]pyridine skeleton and subsequent oxidative C3‐selenocyanation into a single operation, avoiding tedious isolation and purification of intermediates. Substrate investigations demonstrate that a broad spectrum of functionalized derivatives can be obtained with isolated yields ranging from 61% to 93%, which fully reveals the excellent functional group tolerance and high synthetic efficiency of this newly developed method. The synthetic route offers straightforward operation and reduced synthetic steps with lower waste generation, serving as a convenient synthetic access to selenocyanate‐functionalized imidazo[1,2‐a]pyridine scaffolds for subsequent biological and material investigations.