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Synthesis of C3-halo substituted bicyclo[1.1.1]pentylamines halosulfoamidation of [1.1.1]propellane with sodium hypohalites and sulfonamides
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 yi...
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Published in: | Chemical communications (Cambridge, England) England), 2023-05, Vol.59 (4), p.656-659 |
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Main Authors: | , , , , , , |
Format: | Article |
Language: | |
Online Access: | Get full text |
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Summary: | 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.
Halosulfoamidation of [1.1.1]propellane with sodium hypohalites and sulfonamides provides a sustainable way to synthesize C3-halo substituted bicyclo[1.1.1]pentylamine. |
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ISSN: | 1359-7345 1364-548X |
DOI: | 10.1039/d3cc01262j |