α-Fluorination of β-ketosulfones by Selectfluor™ F–TEDA–BF4

On the Configurational Stability of Chiral Heteroatom‐Substituted [D1]Methylpalladium Complexes as Intermediates of Stille and Suzuki–Miyaura Cross‐Coupling Reactions

“…We attempted to cross-couple these two stannanes with either benzoyl chloride or bromobenzene with 5 mol-% [(Ph 3 P) 2 PdCl 2 ] either with or without CuCN (10 mol-%), [(Ph 3 P) 4 Pd] (5 mol-%), or [( t Bu 3 P) 2 Pd] (3 mol-%)[20] in toluene at temperatures up to 75 °C or dioxane up to 100 °C. No coupling product could be detected, although 12a [21] and 12b [22] were prepared as reference samples for unequivocal detection of the desired products by TLC and by 1 H NMR spectroscopy. A part of the starting material could be recovered.…”

Selectfluor and Its Analogs Electrophilic Fluorination for Preparing Alkyl Fluorides

“…The same reaction conditions were also employed for the synthesis of synthons toward the construction of the fluoro olefin motif but in 30-35% yield for the fluorination step [81]. Reaction yields are low to moderate because a-fluorosulfides tend to decompose significantly during purification and isolation [82].…”

Synthesis of Chiral Cyclic Nitrones by Asymmetric Addition of β‐Ketosulfones to Nitroalkenes followed by Reductive Cyclization

“…Nitroalkenes 1 e, g, k were prepared by a nitro aldol/dehydration reaction between nitromethane and the corresponding aldehyde. [20] b-Ketosulfone 2 c was obtained in two steps from 2-mercaptonaphthalene by condensation with 2-bromacetophenone [21] followed by oxidation with meta-chloroperbenzoic acid (m-CPBA). Column chromatography was performed on silica gel 60 (0.040-0.063 mm).…”