Journal of Organic Chemistry p. 4677 - 4688 (2017)
Update date:2022-08-05
Topics:
Zou, Xiaodong
Zou, Jiaqi
Yang, Lizheng
Li, Guigen
Lu, Hongjian
The rearrangement of sulfamoyl azides under thermal conditions to form a C-C bond while breaking two C-N bonds is reported. Mechanistic study shows that this reaction goes through a Curtius-type rearrangement to form a 1,1-diazene, then which rearranges possibly through both a concerted rearrangement process and a stepwise radical process. This rearrangement could be used in the synthesis of complex biologically active molecules, such as sterols, and piperine derivatives.
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