Abstract

Abstract The reaction of methylmalonic acid with mono- and disubstituted olefins in the presence of manganese(III) acetate yielded 2-carboxy-2-methyl-4-butanolides in moderate to good yields. The reactions of bromomalonic acid and chloromalonic acid with a variety of olefins gave 2-halo-4-butanolides and/or 2-buten-4-olides. The reaction of ethyl hydrogen malonate with olefins in the presence of manganese(III) acetate yielded 2-ethoxycarbonyl-2-buten-4-olides, 2-ethoxycarbonyl-2-ethenyl-4-butanolide, 2,7-dioxaspiro[4.4]nonane-1,6-diones, 2-ethoxycarbonyl-4-butanolide, and ethyl 3-butenoate. These reactions can be accounted for in terms of a free-radical mechanism involving substituted dicarboxymethyl radicals.

Full Text
Paper version not known

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call

Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.