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Synthesis of 1,3-Oxaselenan-2-imines from Isoselenocyanates


Sommen, G L; Heimgartner, H (2007). Synthesis of 1,3-Oxaselenan-2-imines from Isoselenocyanates. Polish Journal of Chemistry, 81:1413-1418.

Abstract

The reactions of aryl isoselenocyanates 1 with 3-chloropropan-1-ol (8) in the presence of sodium hydride in dichloromethane at room temperature gave 1,3-oxaselenan-2-imines 10 in fair yield. A reaction mechanism via nucleophilic attack of the alcoholate at the isoselenocyanate 1, followed by a 6-exo-tet cyclization, is most likely.

The reactions of aryl isoselenocyanates 1 with 3-chloropropan-1-ol (8) in the presence of sodium hydride in dichloromethane at room temperature gave 1,3-oxaselenan-2-imines 10 in fair yield. A reaction mechanism via nucleophilic attack of the alcoholate at the isoselenocyanate 1, followed by a 6-exo-tet cyclization, is most likely.

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7 citations in Web of Science®
7 citations in Scopus®
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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:2007
Deposited On:08 Nov 2011 10:09
Last Modified:05 Apr 2016 15:04
Publisher:Polskie Towarzystwo Chemiczne
ISSN:0137-5083
Funders:Dr. Helmut Legerlotz Foundation, Zürich, F. Hoffmann-La Roche AG, Basel
Related URLs:http://www.ichf.edu.pl/pjch/pj-2007.htm
http://dx.doi.org/10.1002/chin.200801169
Permanent URL: https://doi.org/10.5167/uzh-50676

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