An efficient and a facile route to spiro-𝛽-lactams is described. 3-allyl-3-methylthio-𝛽-lactams, which are synthesized through a Lewis acid mediated C-3 alkylation of the trans-3-chloro-3-methylthio-𝛽-lactams, undergo a facile intrasulfenyl cyclization reaction in the presence of halogens like bromine and iodine to give spiro 𝛽-lactams in good yield. These halospiro-𝛽-lactams are then subjected to dehalogenation reaction using Raney-nickel. The resulting spiro-𝛽-lactams are further transformed into their sulfinyl and sulfonyl derivatives by using 𝑚-chloroperbenzoic acid as an oxidant.
Volume 134, 2022
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