Selective Synthesis of Cyclic Nitroene‐Sulfonamides from Aliphatic Sulfamides and NOBF4

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY(2023)

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摘要
Described herein is the development of a desaturation and N-beta-nitration reaction of cyclic amides, which is achieved by a selective hydrogen atom transfer (HAT)/oxidative desaturation/electrophilic nitration process. In this procedure, di-tert-butyl peroxide (DTBP) acted both as the oxidant and HAT reagent, and electrophilic NOBF4 as nitration source. Notably, the application of produced cyclic nitroene-sulfonamides was showcased by their efficient transformations into 3-piperidones and poly-substituted piperidine derivatives.
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关键词
aliphatic sulfamides,desaturation,nitration,nitroene-sulfonamides,3-piperidones
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