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T3P - A Benign Desulfurating Reagent in the Synthesis of Isothiocyanates

Łukasz Janczewski, Anna Gajda, Sebastian Frankowski, Tomasz M. Goszczyński, Tadeusz Gajda*

*Institute of Organic Chemistry, Faculty of Chemistry, Lodz University of Technology, 116 Stefan Żeromski St., 90-924 Lodz, Poland, Email: tadeusz.gajdap.lodz.pl

Ł Janczewski, A. Gajda, S. Frankowski, T. M. Goszczyński, T. Gajda, Synthesis, 2018, 50, 1141-1151.

DOI: 10.1055/s-0036-1591842 (free Supporting Information)


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Abstract

A two-step, one-pot reaction of primary amines or their salts with carbon disulfide, followed by reaction of the intermediate dithiocarbamates with T3P provides isothiocyanates in good yields. T3P (propane phosphonic acid anhydride) acts as an efficient desulfurating agent.

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Key Words

isothiocyanates, desulfuration, propane phosphonic acid anhydride (T3P), dithiocarbamates, amino acids, amines


ID: J66-Y2018