Thermal Rearrangement of Sulfamoyl Azides: Reactivity and Mechanistic Study.
J Org Chem
; 82(9): 4677-4688, 2017 05 05.
Article
em En
| MEDLINE
| ID: mdl-28414236
ABSTRACT
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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MEDLINE
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En
Ano de publicação:
2017
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Article