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Wiley, European Journal of Organic Chemistry, 34(2022), 2022

DOI: 10.1002/ejoc.202200684

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Synthesis of Benzothiazinones from Benzoyl Thiocarbamates: Application to Clinical Candidates for Tuberculosis Treatment

This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

AbstractBenzothiazinones are a structural motif found in biologically active compounds, such as the clinical candidates BTZ‐043 and Macozinone for the treatment of tuberculosis. We describe a robust, two‐step method to synthesize 2‐amino‐substituted benzothiazinones from benzoyl thiocarbamates, which were prepared in a one‐pot procedure from benzoyl chlorides. The intramolecular cyclization and ethoxy displacement steps were also amenable to adoption in continuous flow as exemplified by select substrates.