First isolation of monocyclic thiabenzenes

Autor: Kudo Noriaki, Hori Mikio, Shimizu Hiroshi, Kataoka Tadashi
Rok vydání: 1990
Předmět:
Zdroj: Tetrahedron Letters. 31:115-118
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)94348-x
Popis: Monocyclic thiabenzenes, 1-alkyl-2-aroyl- (or 1-alkyl-2-cyano-) 4,5-dimethylthiabenzenes ( 6 ) are successfully synthesized by deprotonation of the corresponding thiopyranium salts ( 5 ) with triethylamine in ethanol. The ylide structures of 6 are elucidated by spectral and chemical evidence. Thermal reaction of 6 in several solvents provides S-alkyl rearranged products and ring-contracted ones, depending upon solvents used.
Databáze: OpenAIRE