Novel Reagent For Synthesis Research Articles

1-Butyl-3-methylimidazolium p-toluenesulfinate: a novel reagent for synthesis of sulfones and β-ketosulfones in ionic liquid

A novel task-specific ionic liquid, 1-butyl-3-methylimidazolium p-toluenesulfinate, [bmim][p-TolSO2] has been synthesized and used as a nucleophile for the reaction with alkyl bromides and phenacyl bromides to prepare sulfones and β-ketosulfones in excellent yields (80–93%) in [bmim][BF4] ionic liquid. The isolated yields of sulfones and β-ketosulfones were higher in [bmim][BF4] than other organic solvents at room temperature.

Novel reagent for synthesis of mixed ligand chelates

Novel reagent for synthesis of mixed ligand chelates

ChemInform Abstract: A First Non‐Stabilized Telluronium Ylide ‐ Diphenyltelluronium Methylide as a Novel Reagent for Synthesis of Oxiranes.

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A first non-stabilized telluronium ylide — diphenyltelluronium methylide as a novel reagent for synthesis of oxlranes

Diphenyltelluronium methylide, generated from methyldiphenyltelluronium tetraphenylborate 1 with LiTMP, reacted with carbonyl compounds to afford substituted oxiranes in moderate to good yields.

ChemInform Abstract: Chemical Chameleons. Organosulfones as Synthetic Building Blocks

An overview of the duality of function of organosulfones as nucleophiles in basic media and electrophiles in Lewis acidic media, a change of reactivity for which they have been dubbed “chemical chameleons,” is presented. In the first phase, transition metal catalysts activate allyl sulfones towards displacements. Use of palladium, molybdenum, and nickel catalysts allow stabilized anions to effect displacement; copper catalysts allow non-stabilized nucleophiles to be used. The use of the anion stabilizing and leaving group abilities of sulfones created a novel three carbon intercalation and a novel cyclocontraction-spiroannulation in which β-hydroxy sulfones participate in a Lewis acid catalyzed pinacol rearrangement. The lability of allyl and tertiary sulfones towards Lewis acids creates a wide array of electrophilic reactions such as Friedel–Crafts type cyclizations, intermolecular alkylations with organoalanes and enol silyl ethers, and ring expansions. The ability to design novel reagents for synthesis...

Chemical Chameleons. Organosulfones as Synthetic Building Blocks

Abstract An overview of the duality of function of organosulfones as nucleophiles in basic media and electrophiles in Lewis acidic media, a change of reactivity for which they have been dubbed “chemical chameleons,” is presented. In the first phase, transition metal catalysts activate allyl sulfones towards displacements. Use of palladium, molybdenum, and nickel catalysts allow stabilized anions to effect displacement; copper catalysts allow non-stabilized nucleophiles to be used. The use of the anion stabilizing and leaving group abilities of sulfones created a novel three carbon intercalation and a novel cyclocontraction-spiroannulation in which β-hydroxy sulfones participate in a Lewis acid catalyzed pinacol rearrangement. The lability of allyl and tertiary sulfones towards Lewis acids creates a wide array of electrophilic reactions such as Friedel–Crafts type cyclizations, intermolecular alkylations with organoalanes and enol silyl ethers, and ring expansions. The ability to design novel reagents for synthesis based upon this dual reactivity of organosulfones is illustrated by the use of an alkoxy-bis(phenylsulfonyl)methane as a synthon for a carbonyl 1,1-dipole.

Dialkyltelluronium allylide as a novel reagent for synthesis of α,β-unsaturated epoxides

Reaction of dialkyltelluronium allylide with aldehydes gave rise to α,β-unsaturated epoxides with moderate Z-selectivity and in good yields.