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Diels-Alder reactions of anthracenes with C-sulfonyldithioformates
KTH, Superseded Departments, Chemistry.
2003 (English)In: Heteroatom Chemistry, ISSN 1042-7163, E-ISSN 1098-1071, Vol. 14, no 2, 170-174 p.Article in journal (Refereed) Published
Abstract [en]

C-Sulfonyldithioformates (2) (R-1 = ArSO2, R 2 = ArS) readily add to anthracene and 9-methylanthracene (1) in a Diels-Alder fashion with formation of 9,10-dihydro-10,9-(epithiomethano)anthracenes (3) which in turn may suffer thermally induced elimination of arenesulfinic acid to yield the 9-anthracenedithiocarboxylic esters (4). The reactions with the unsymmetrical diene 9-methylanthracene take place in a highly stereoselective fashion.

Place, publisher, year, edition, pages
2003. Vol. 14, no 2, 170-174 p.
Keyword [en]
thiocarbonyl compounds, s-oxide, generation, sulfoxide, <4+2>-cycloadditions, thioaldehydes, thioketones, thermolysis, reactivity, sulfines
URN: urn:nbn:se:kth:diva-22366DOI: 10.1002/hc.10119ISI: 000181850000011OAI: diva2:341064
QC 20100525Available from: 2010-08-10 Created: 2010-08-10Bibliographically approved

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