Tetrahedron Letters p. 115 - 118 (1990)
Update date:2022-07-31
Topics:
Shimizu
Kudi
Katoaka
Hori
Monocyclic thiabenzenes, 1-alkyl-2-aroyl- (or 1-alkyl-2-cyano-) 4,5-dimethyl-thiabenzenes (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.
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