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A New Route to N‐Aryl 2‐Alkenamides,N‐Allyl N‐Aryl 2‐Alkenamides,and N‐Aryl α,β‐Unsaturated γ‐Lactams from N‐Aryl 3‐(Phenylsulfonyl)propanamides
Authors:Eng‐Chi Wang  Keng‐Shiang Huang  Gwo‐Woei Lin  Jia‐Ruei Lin  Ming‐Kun Hsu
Abstract:A series of N‐aryl 2‐alkenamides were produced efficiently by treating N‐aryl 3‐(phenylsulfonyl)‐propanamides with potassium tert‐butoxide in THF at 0°C. With out isolation, it was further treated with an additional equivalent of potassium tert‐butoxide and allyl bromide to give N‐allyl N‐aryl 2‐alkenamides in one pot in good yields. Followed by a ring‐closing metathesis reaction, these N‐allyl N‐aryl 2‐alkenamides were respectively converted into corresponding N‐aryl α,β‐unsaturated γ‐lactams in moderate yields.
Keywords:N‐aryl 3‐(phenylsulfonyl)propanamides  N‐aryl 2‐alkenamides  N‐allyl N‐aryl 2‐alkenamides  N‐aryl α    β  ‐unsaturated γ  ‐lactams
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