Diels-Alder reactions of anthracenes with C-sulfonyldithioformates

I. El-Sayed, O.M. Ali, A. Fischer, Alexander Erich Eugen Senning

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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.
Original languageEnglish
JournalHeteroatom chemistry
Issue number2
Pages (from-to)170-174
Publication statusPublished - 2003

Cite this

El-Sayed, I., Ali, O. M., Fischer, A., & Senning, A. E. E. (2003). Diels-Alder reactions of anthracenes with C-sulfonyldithioformates. Heteroatom chemistry, 14(2), 170-174.