Redox Cyclization of Amides and Sulfonamides with Nitrous Oxide for Direct Synthesis of Heterocycles
2020
Lai, Zhencheng | Wang, Chaorong | Li, Jiaming | Cui, Sunliang
Herein we report a redox cyclization of amides and sulfonamides with nitrous oxide (N₂O) for the direct synthesis of heterocycles. Various amides and sulfonamides could undergo directed ortho metalation (DoM) by treatment with BuLi, and the lithium intermediate could be trapped by N₂O gas to achieve redox cyclization. N₂O serves as a N-atom donor to mediate the intramolecular coupling of lithium species toward heterocycle formation with free external oxidant. This protocol offers a direct synthesis of heterocycles with features of readily available starting materials, simple operation, and a broad substrate scope.
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