A new selenium catalyzed synthesis of S-Alkyl carbonothioates from alcohols, carbon monoxide, sulfur and alkyl halides
Selenium showed excellent catalytic activity for carbonothiolation of alcohols with carbon monoxide and sulfur under mild conditions. S-Alkyl carbonothioates were synthesized in good yields from various alcohols, carbon monoxide, elemental sulfur, and alk
SULFUR-ASSISTED O-CARBONYLATION OF ALCOHOLS WITH CARBON MONOXIDE IN THE PRESENCE OF DBU
The first example of sulfur-assisted O-carbonylation is described.Alcohols react with carbon monoxide, elemental sulfur, and alkyl halides in the presence of DBU to give S-alkyl carbonothioates selectively in good to excellent yields.
Monomethylation of Aromatic Rings by Friedel-Crafts Reaction with Chloromethyl Sulfide
A novel method for the introduction of a methyl group into aromatic rings is described.Friedel-Crafts reactions of ethyl α-(chloromethylthio)acetate (3k) and α-chloromethylthio-γ-butyrolactone (3m) with an arene in the presence of stannic chloride gave ethyl α-(arylmethylthio)acetate (6) and α-arylmethylthio-γ-butyrolactone (7), respectively, which were easily converted to the corresponding methylated arene (8) by reductive desulfurization with Raney nickel or zinc dust-acetic acid.Keywords - monomethylation; ethyl α-(chloromethylthio)acetate Friedel-Crafts reaction; α-chloromethylthio-γ-butyrolactone Friedel-Crafts reaction; ethyl α-(arylmethylthio)acetate; α-arylmethylthio-γ-butyrolactone; methylated arene; reductive desulfurization; Raney nickel; zinc dust-acetic acid