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      https://www.ias.ac.in/article/fulltext/jcsc/127/11/1957-1966

    • Keywords

       

      𝛽-lactams; intrasulfenyl cyclization; dehalogenation; sulfoxide; sulfone.

    • Abstract

       

      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.

    • Author Affiliations

       

      Reshma 1 Renu Arora2 Geeta Hundal3 Aman Bhalla4 S S Bari4

      1. D. A. V. College, Sector 10, Chandigarh, India
      2. University Institute of Engineering and Technology, Panjab University, Chandigarh, India
      3. Department of Chemistry, Guru Nanak Dev University, Amritsar, India
      4. Department of Chemistry and Centre of Advanced studies in Chemistry, Panjab University, Chandigarh 160014, India
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  • Journal of Chemical Sciences | News

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