Catalyst-Free Regio- and Stereospecific Synthesis of β-Sulfonamido Dithiocarbamates: Efficient Ring-Opening Reactions of N-Tosyl Aziridines by Dialkyldithiocarbamates

Authors

  • Kaliyamoorthy Alagiri,

    1. Department of Organic Chemistry, Indian Institute of Science, Bangalore, Karnataka (India), Fax: (+91) 80-23600529
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  • Dr. Kandikere Ramaiah Prabhu

    Corresponding author
    1. Department of Organic Chemistry, Indian Institute of Science, Bangalore, Karnataka (India), Fax: (+91) 80-23600529
    • Department of Organic Chemistry, Indian Institute of Science, Bangalore, Karnataka (India), Fax: (+91) 80-23600529
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Abstract

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Lord of the ring-opening! A metal-free strategy involving ring-opening of aziridines by the sodium salt of dialkyldithiocarbamate has been employed to give a variety of β-sulfonamido dithiocarbamates. The in situ generation of dialkyldithiocarbamates provided a simple, user-friendly, one-pot reaction that gives aziridine ring-opened products (see scheme; Ts=tosyl; R=alkyl; R1, R2=alkyl, cycloalkyl).

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