Synthesis of benzo[b]thiophenes by cyclization of arylketene dithioacetal monoxides under pummerer-like conditions.
Treatment of arylketene bis(methylthio)acetal monoxide with trifluoromethanesulfonic anhydride leads to ring-closure to afford 2-methylthiobenzo[b]thiophene in high yield. The reaction is useful for synthesizing multisubstituted benzo[b]thiophenes.
Yoshida
Suguru
S
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto-daigaku Katsura, Nishikyo-ku, Kyoto 615-8510, Japan.
Yorimitsu
Hideki
H
Oshima
Koichiro
K
D000080:Acetals / Q000737:chemistry*; D003500:Cyclization; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry
D000080:Acetals; D013876:Thiophenes; C088015:benzothiophene