Thiapyran formation via an unexpected thioaldehyde intermediate by the thermal decomposition of phenacyl sulfoxides bearing some heterocycles

Autor: Morita, Hiroyuki, Takeda, Masahiro, Kamiyama, Hideo, Hashimoto, Tadaaki, Yoshimura, Toshiaki, Shimasaki, Choichiro, Tsukurimichi, Eiichi
Zdroj: Tetrahedron Letters; January 1996, Vol. 37 Issue: 21 p3739-3740, 2p
Abstrakt: Thermolysis of phenacyl sulfoxide bearing some nitrogen-containing heterocycles in the presence of 2,3-dimethyl-1,3-butadiene led to 6-benzoyl-5,6-dihydro-3,4-dimethyl-2 H-thiapyran. This product was considered to be formed by the Diels-Alder reaction of the diene with thioaldehyde formed initially by the thermal decomposition of the sulfoxide.
Databáze: Supplemental Index