Synthesis of Secondary Amides from Thiocarbamates

Pieter Mampuys, Eelco Ruijter, Romano V.A. Orru, Bert U.W. Maes*

*Corresponding author for this work

Research output: Contribution to JournalArticleAcademicpeer-review

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Abstract

The synthesis of secondary amides from readily accessible and bench-stable substituted S-phenyl thiocarbamates and Grignard reactants is reported. Oxidative workup allows recycling of the thiolate leaving group as diphenyl disulfide. Diphenyl disulfide can be transformed into S-phenyl benzenethiosulfonate, a reactant required for thiocarbamate synthesis. This amide synthesis is suitable for the preparation of challenging amides that are not or hardly accessible via classical approaches.

Original languageEnglish
Pages (from-to)4235-4239
Number of pages5
JournalOrganic letters
Volume20
Issue number14
Early online date5 Jul 2018
DOIs
Publication statusPublished - 20 Jul 2018

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