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Synthesis of C3-halo substituted bicyclo[1.1.1]pentylamines via halosulfoamidation of [1.1.1]propellane with sodium hypohalites and sulfonamides.

Zhi LiDeyou LanWei ZhouJiacheng LiHui ZhuChuan-Ming YuXinpeng Jiang
Published in: Chemical communications (Cambridge, England) (2023)
Herein, we report a catalyst-free synthesis of C3-halo substituted bicyclo[1.1.1]pentylamines under mild conditions. The reaction involves the use of sodium hypohalites and sulfonamides to generate N -halosulfonamides in situ , which subsequently undergo radical addition with [1.1.1]propellane to yield the desired products with suitable functional group tolerance.
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