Tetrahedron Letters p. 4431 - 4434 (1985)
Update date:2022-08-04
Topics: Chemistry Ring Structure Experimental Heterocyclic Thiadiazoline Spiro
Huisgen, Rolf
Mloston, Grzegorz
Proebstl, Albert
Diazomethane adds to one of the two faces of the sterically hindered thiofenchone furnishing the title compound wich extrudes N2 at 46 deg C whith t1/2=22 min; the thiofenchone S-methylide is intercepted by dipolarophiles and acts as a base in reactions with methanol, thiophenol and acetic acid, in the latter case accompanied by skeletal rearrangement.
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