Synthesis 2016; 48(01): 85-96
DOI: 10.1055/s-0035-1560481
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Isoselenocyanates

Jerzy Zakrzewski*
Institute of Industrial Organic Chemistry, Annopol 6, 03-236 Warsaw, Poland   eMail: zakrzewski@ipo.waw.pl
,
Bogumiła Huras
Institute of Industrial Organic Chemistry, Annopol 6, 03-236 Warsaw, Poland   eMail: zakrzewski@ipo.waw.pl
,
Anna Kiełczewska
Institute of Industrial Organic Chemistry, Annopol 6, 03-236 Warsaw, Poland   eMail: zakrzewski@ipo.waw.pl
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Publikationsverlauf

Received: 03. Juni 2015

Accepted after revision: 25. August 2015

Publikationsdatum:
29. Oktober 2015 (online)


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Abstract

Isoselenocyanates were synthesized by two methods under phase-transfer conditions (50% aq NaOH, CH2Cl2, Aliquat 336); the first started from isocyanides and selenium and gave isoselenocyanates in 61–89% yields, while the second started from amines and used chloroform and selenium, by applying sequentially the Hofmann isonitrile synthesis and the addition of selenium, in 4–70% yields.

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