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Issue 42, 2018
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A cascade synthesis of S-allyl benzoylcarbamothioates via Mumm-type rearrangement

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Abstract

A catalyst and solvent free synthesis of S-allyl benzoylcarbamothioates has been achieved from the in situ generated benzoylcarbonimidothioates obtained by reacting MBH alcohols with aroyl isothiocyanates. An intramolecular thia-Michael addition of the in situ generated adduct triggers a Mumm-type rearrangement leading to a stereoselective synthesis of highly functionalised S-allyl benzoylcarbamothioates.

Graphical abstract: A cascade synthesis of S-allyl benzoylcarbamothioates via Mumm-type rearrangement

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Publication details

The article was received on 17 Sep 2018, accepted on 08 Oct 2018 and first published on 09 Oct 2018


Article type: Communication
DOI: 10.1039/C8OB02293C
Citation: Org. Biomol. Chem., 2018,16, 7787-7791

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    A cascade synthesis of S-allyl benzoylcarbamothioates via Mumm-type rearrangement

    A. Dahiya, W. Ali, T. Alam and B. K. Patel, Org. Biomol. Chem., 2018, 16, 7787
    DOI: 10.1039/C8OB02293C

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