Substituent effect on the photochemistry of 4,4-dialkoxylated- and 4-hydroxylated cyclohexenones

Synthesis of Diketones, Ketoesters, and Tetraketones by Electrochemical Oxidative Decarboxylation of Malonic Acid Derivatives: Application to the Synthesis of cis-Jasmone

“…Colorless liquid, 48 mg, 77% yield. Spectroscopic data matched those previously reported in the literature …”

Recent Advances in the Synthesis of Cyclobutanes by Olefin [2 + 2] Photocycloaddition Reactions

“…Enones with a heteroatom in the ring are discussed in section 3.3.2 . Photodimerization and photocycloaddition reactions of 4,4-dialkoxylated- and 4-hydroxylated 2-cyclohexenones were studied by Chen et al 385 …”

“…Enones with a heteroatom in the ring are discussed in section 3.3.2. Photodimerization and photocycloaddition reactions of 4,4-dialkoxylated-and 4-hydroxylated 2-cyclohexenones were studied by Chen et al 385 Remarkably, several of the conjugated enones studied by the Margaretha group did undergo cyclobutane formation but not at the enone double bond. Instead the triplet character was transferred via the ethyne bridge to the terminal double bond.…”

Water-promoted ortho-selective monohydroxymethylation of phenols in the NaBO2 system

“…meta-Substituted phenols 1q-r have also been investigated, which reacted smoothly with aqueous formaldehyde under the standard conditions to afford salicyl alcohols 2q-r in 90-91% yields (entries 17, 18). 2,3-Disubstituted phenol 1s and 2,5-disubstituted phenol 1t reacted equally well with aqueous formaldehyde under the standard conditions to afford salicyl alcohols 2s-t in excellent yields (entries 19,20). It is worth mentioning that the mono-and ortho-selectivities of these hydroxymethylations decreased with the increase of the reaction temperature.…”