Sulfenylation of amides

The thiomethylation of substituted glutarimides

“…reported earlier by Gassman (5). Table. The results with excess LDA and 10 parallel those of Gassman; in tetrahydrofuran only monothiomethylation is observed.…”

Understanding Reactivity Patterns of Radical Cations

“…Since we would like to restrict the discussion to deliberately triggered ET processes, we will not discuss here cycloaddi tion mechanisms in which radical ion pairs form upon mixing of strong donor dienes and acceptor dienophiles or Although aromatic systems have a low propensity to take part in catalytic c y c l~a d d i t i o n s~~~] the driving force for the reaction of 211 and 212 is presumably due to the fact that exo-methylenecyclohexadiene'+ is more stable than toluene'+ (Scheme 81). Convincingly, the radical cation Diels -Alder cycloaddition was already tested in natural-product chemistry, [448] for example in the synthesis of P -~e l i n e n e I~~] and neolignan magnoshinin (216,Scheme 82 The scope of radical cation catalysis was also extended to other cycloadditions, for example with diazomethane'+ )4511 and to [2+2]cyclodimerizations of electron-rich alkenes.L4j21 Some of the PET-initiated [2+2]cycloadditions proceed stereoselectively, and others in a stepwise mode, [453] A particularly promising variant of radical cation cycloadditions can be triggered by PET from charge-transfer complexes. By using this conceptually simple method, a potent procedure-for example in the cis-hydroxylation of benzene and substituted analogues-was developed that allowed synthetic access to inosite and condurite derivatives (Scheme 84) .I4@'] Scheme 84.…”

Conformational Isomerism of 3-Chalcogenomethyl-N-Methyl-2-Pyrrolidinones: Insights from NMR Spectroscopy and Molecular Modeling

“…The 3-substituted N -methyl-2-pyrrolidinone derivatives were synthesized by methodologies already employed in our research group or by adapting literature procedures. ,,− The detailed procedure for each derivative is available in the Supporting Information (Section B) along with the 1 H and 13 C NMR characterizations (Section C).…”