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Chemoselective Syntheses of γ-Butyrolactams Using Vinyl Sulfilimines and Dichloroketene

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journal contribution
posted on 2005-05-12, 00:00 authored by Joseph P. Marino, Nanfei Zou
Reactions between vinyl sulfilimines and dichloroketene generated in situ from trichloroacetyl chloride in the presence of zinc−copper couple give mixtures of α-dichloro-γ-butyrolactams and α-dichloro-γ-butyrolactone imines. Fine-tuning of substituents within vinyl sulfilimines results in reactions with good chemoselectivity and yield for lactams.