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Synthesis and structure of Spirocyclic Tetrahydrothiophene derivatives bearing a ‚Cage‘ residue


Romanski, Jaroslaw; Mloston, Grzegorz; Linden, Anthony; Heimgartner, Heinz (2005). Synthesis and structure of Spirocyclic Tetrahydrothiophene derivatives bearing a ‚Cage‘ residue. Polish Journal of Chemistry, 79(6):973-980.

Abstract

Trapping of the thiocarbonyl S-methanide 4 with tetracyanoethene and N-methylmaleimide led to the [3+2]-cycloadducts 11 and 12, respectively. The structures of these cycloadducts were established by X-ray crystallography. The 1,3-dipole 4 has been generated by thermal decomposition of the corresponding 2,5-dihydro-1,3,4-thiadiazole 2, which was prepared by the 1,3-dipolar cycloaddition of diazomethane with thioketone 1.

Abstract

Trapping of the thiocarbonyl S-methanide 4 with tetracyanoethene and N-methylmaleimide led to the [3+2]-cycloadducts 11 and 12, respectively. The structures of these cycloadducts were established by X-ray crystallography. The 1,3-dipole 4 has been generated by thermal decomposition of the corresponding 2,5-dihydro-1,3,4-thiadiazole 2, which was prepared by the 1,3-dipolar cycloaddition of diazomethane with thioketone 1.

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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:2005
Deposited On:27 Mar 2013 09:03
Last Modified:05 Apr 2016 16:08
Publisher:Polskie Towarzystwo Chemiczne
ISSN:0137-5083
Funders:Polish State Committee for Scientific Research, F. Hoffmann-La Roche AG, Basel
Related URLs:http://www.ichf.edu.pl/pjch/pj-2005/pj-2005-06c.htm

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