The synthesis of 1-thia-6-oxa-6aλ4-seleno-3-azapentalene and a 3H-1,2,4-dithiazole

Mamoru Koketsu; Toshihiro Otsuka; Dale Swenson; Hideharu Ishihara

doi:10.1039/B617097H

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The synthesis of 1-thia-6-oxa-6aλ⁴-seleno-3-azapentalene and a 3H-1,2,4-dithiazole†

Mamoru Koketsu,*^a Toshihiro Otsuka,^b Dale Swenson^c and Hideharu Ishihara*^b

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* Corresponding authors

^a Division of Instrumental Analysis, Life Science Research Center, Gifu University, Gifu, Japan
E-mail: koketsu@gifu-u.ac.jp
Fax: +81-58-293-2619

^b Department of Chemistry, Faculty of Engineering, Gifu University, Gifu, Japan

^c Department of Chemistry, University of Iowa, Iowa City, Iowa, USA

Abstract

The reaction of thiocarbamoyl isoselenocyanate with a carbanion gave 1-thia-6-oxa-6aλ⁴-seleno-3-azapentalene, which has a hypervalent selenium, as the major product. The by-products 3-diacylmethylidene-5-dimethylamino-3H-1,2,4-dithiazole and thiocarbamate thioanhydride were also formed.

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Article information

DOI: https://doi.org/10.1039/B617097H
Article type: Paper
Submitted: 22 Nov 2006
Accepted: 18 Dec 2006
First published: 12 Jan 2007

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Org. Biomol. Chem., 2007,5, 613-616

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The synthesis of 1-thia-6-oxa-6aλ⁴-seleno-3-azapentalene and a 3H-1,2,4-dithiazole

M. Koketsu, T. Otsuka, D. Swenson and H. Ishihara, Org. Biomol. Chem., 2007, 5, 613 DOI: 10.1039/B617097H

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Organic & Biomolecular Chemistry