Mn(OAc)3 promoted addition of an active methylene compound to alkenes: mechanistic studies

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2015

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Ceyhan, Selin

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Radical cyclization of alkenes is one of the most important methods for the synthesis of cyclic compounds. The one electron oxidant Mn(OAc)3 has been used for many years for the oxidative addition of acetic acid to alkenes to give lactones. In this thesis, various alkenes substituted at 1,2-positions by phenyl and thiophene rings were reacted with active methylene compounds in the presence of Mn(OAc)3∙2H2O. The regioselectivity of the addition were searched. The mechanism for the addition was studied in connection with the directing effect of the sulfur atom and substituents attached to the benzene ring. The regioselectivity was also discussed in terms of electron density distribution on the double bond.

Subject Keywords

Alkenes., Cyclic compounds., Methylene compounds.

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http://etd.lib.metu.edu.tr/upload/12619287/index.pdf
https://hdl.handle.net/11511/24869

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Graduate School of Natural and Applied Sciences, Thesis

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Citation Formats

S. Ceyhan, “Mn(OAc)3 promoted addition of an active methylene compound to alkenes: mechanistic studies,” M.S. - Master of Science, Middle East Technical University, 2015.