SYNTHESIS AND REACTION BEHAVIOR OF 3-(BIS (ALKYLTHIO)METHYLENE)-3H-ISOBENZOFURAN-1-ONE AND 2-(BIS(ALKYLTHIO)METHYLENE)-3(2H)-BENZOFURANONE DERIVATIVES

3(Bis(alkylthio)methylene)-3H-isobenzofuran-1-ones 2a-e and 2-(bis(alk ylthio)methylene)-3(2H)-benzofuranone derivatives 4a-c are obtained by reaction of phthalides 1a-d or 3(2H)-benzofuranone (coumaranone 3), r espectively, with carbon disulfide under basic conditions followed by alkylation. The reaction behaviour of the new compounds 2 and 4 is inv estigated. 2-((2-Dimethylthio-1-oxo)ethyl)benzoic acid N,N-dimethylami de (7a) and 2-((2-dimethylthio-1-oxo)ethyl)-benzoic acid 2-methylpiper idide (7b) are surprisingly formed instead of the methylthio substitut ion products by treatment of 2a with the corresponding amine in the pr esence of aluminum chloride.