Synthesis 2018; 50(05): 1141-1151
DOI: 10.1055/s-0036-1591842
paper
© Georg Thieme Verlag Stuttgart · New York

T3P® – A Benign Desulfurating Reagent in the Synthesis of Isothiocyanates

Łukasz Janczewski
a   Institute of Organic Chemistry, Faculty of Chemistry, Lodz University of Technology, 116 Stefan Żeromski St., 90-924 Lodz, Poland   Email: tadeusz.gajda@p.lodz.pl
,
Anna Gajda
a   Institute of Organic Chemistry, Faculty of Chemistry, Lodz University of Technology, 116 Stefan Żeromski St., 90-924 Lodz, Poland   Email: tadeusz.gajda@p.lodz.pl
,
Sebastian Frankowski
a   Institute of Organic Chemistry, Faculty of Chemistry, Lodz University of Technology, 116 Stefan Żeromski St., 90-924 Lodz, Poland   Email: tadeusz.gajda@p.lodz.pl
,
Tomasz M. Goszczyński
b   Department of Experimental Oncology, Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, 12 Rudolf Weigl St., 53-114 Wrocław, Poland
,
a   Institute of Organic Chemistry, Faculty of Chemistry, Lodz University of Technology, 116 Stefan Żeromski St., 90-924 Lodz, Poland   Email: tadeusz.gajda@p.lodz.pl
› Author Affiliations
The authors gratefully acknowledge financial support from the Polish National Science Centre (grant no. DEC 2011/03/B/ST5/01058).
Further Information

Publication History

Received: 13 October 2017

Accepted after revision: 02 November 2017

Publication Date:
27 November 2017 (online)


Abstract

A number of alkyl, aryl and bifunctional isothiocyanates are obtained in moderate to high yields (41–94%) in a two-step, one-pot reaction of the parent primary amines or their salts with carbon disulfide, followed by reaction of the thus formed dithiocarbamates with T3P® (propane phosphonic acid anhydride) as a new and efficient desulfurating agent.

Supporting Information

 
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