Cobalt-Catalyzed Cyclization of Unsaturated N-Acyl Sulfonamides: a Diverted Mukaiyama Hydration Reaction
- Journal Article
The cycloisomerization of beta-, gamma-, and delta-unsaturated N-acyl sulfonamides to N-sulfonyl lactams and imidates is reported. This transformation is effected in the presence of a CoIII(salen) catalyst using t-BuOOH or air as the oxidant. The method shows good functional group tolerance (alkyl, aryl, heteroaryl, ether, N-Boc) and furnishes an underexplored class of cyclic building blocks. The strong solvent dependence of the transformation is investigated, and the synthetic versatility of the N-sulfonyl imidate product class is highlighted. Show more
Journal / seriesJACS Au
Pages / Article No.
PublisherAmerican Chemical Society
Subjectcycloisomerization; N-acyl sulfonamides; N-sulfonyl imidates; cobalt catalysis; diverted Mukaiyama hydration
Organisational unit03511 - Carreira, Erick M. / Carreira, Erick M.
833540 - Development of Stereoselective Olefin Functionalization Methods (EC)
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