Issue 42, 2018

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

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

Supplementary files

Article information

Article type
Communication
Submitted
17 sept. 2018
Accepted
08 oct. 2018
First published
09 oct. 2018

Org. Biomol. Chem., 2018,16, 7787-7791

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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