4.5 Article

Iron-Catalyzed Acylative Dealkylation of N-Alkylsulfoximines

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2015, 期 25, 页码 5594-5602

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201500855

关键词

Iron; Dealkylation; Acylation; Sulfoximines; Alkylation

资金

  1. Alexander von Humboldt Foundation for a postdoctoral fellowship

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As a result of our recent investigations into the N-functionalization of sulfoximines, an iron-catalyzed dealkylative acylation of N-alkylsulfoximines has been developed. This process involves a Polonovski-type dealkylation of an N-alkylated sulfoximine to afford a reactive intermediate that is trapped in the presence of a suitable aldehyde or anhydride to afford N-acyl- and N-aroylsulfoximine derivatives in one pot. Subsequent cleavage of the acyl or aroyl group under acidic conditions generates a synthetically valuable NH-sulfoximine.

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