Abstract |
Alkylation of dimedone with 1,2,3-trichloro- or 1,2,3-tribromopropanes in the presence of K2CO3 in DMSO follows both O- and C-alkylation pathways giving 3-(2-haloprop-2-enyloxy)-5,5-dimethylcyclohex-2-enone and 2-(2-haloprop-2-enyl)-3-hydroxy-5,5-dimethylcyclohex-2-enone. These compounds on heating afford 3,6,6-trimethyl- and 2,6,6-trimethyl-6,7-dihydrobenzofuran-4(511)-ones, respectively. |