Permanent URL to this publication: http://dx.doi.org/10.5167/uzh-12622
Sommen, G L; Linden, A; Heimgartner, H (2008). Selenium-containing heterocycles from isoselenocyanates:5-methylselenazole derivatives from the reaction with malononitrile and propargyl chloride. Helvetica Chimica Acta, 91(2):209-219.
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Aryl isoselenocyanates 1 react with malononitrile (6a) and propargylchloride (8) in DMF in the presence of Et3N to give the corresponding 2-(3-aryl-2,3-dihydro-4-methyl-1,3-selenazol-2-ylidene)malononitriles 12 as major products. The analogous reaction takes place with benzoylacetonitrile (6b) instead of 6a. In some cases, the corresponding non-cyclic 2-[(arylamino)(prop-2-ynylselanyl)methylidene]malononitriles 9 were obtained as minor products. The structures of 9e and 11a have been established by X-ray crystallography.
|Item Type:||Journal Article, refereed, original work|
|Communities & Collections:||07 Faculty of Science > Institute of Organic Chemistry|
|Deposited On:||06 Feb 2009 10:57|
|Last Modified:||27 Nov 2013 18:05|
|Publisher:||Verlag Helvetica Chimica Acta|
|Citations:||Web of Science®. Times cited: 5|
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