Palladium‐Catalyzed/Mn(OAc) 3 ‐Mediated 1,2‐Diazidation and 1,2‐Acetoxy/Hydroxylation of N ‐Allyl Sulfonamides
Résumé
Palladium‐catalyzed conditions for diazidation or acetoxy/hydroxylation of N ‐allyl sulfonamides by using Pd(OAc) 2 as the catalyst combined with Mn(OAc) 3 ⋅ 2H 2 O have been developed. The 1,2‐diazidation reaction of the carbon‐carbon double bond occurs in mild conditions ( i. e . NaN 3 as azide source in THF at room temperature), whereas the 1,2‐acetoxy/hydroxylation requires an excess of Mn(OAc) 3 ⋅ 2H 2 O. The well‐known ability of this reagent to act through single‐electron transfer (SET) makes plausible a radical mechanism involving high valent palladium complexes.
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