Solvent-Controlled Highly Selective Bis- and Monoallylation of Active Methylene Compounds by Allyl Acetate with Palladium(0) Nanoparticle

Abstract

Palladium(0) nanoparticle has been used as an efficient catalyst for the allylation of active methylene compounds. Very efficient bisallylation is achieved for a variety of active methylene compounds by allyl acetate and its derivatives in one stroke in THF solvent. The reaction in water provides monoallylated product selectively by allyl acetate only. The recovered Pd(0) nanoparticle is recycled. A probable mechanism is suggested.

Ruthenium Catalyzed Selective Regio‐and‐Mono‐Allylation of Cyclic 1,3‐Diketones Using Allyl Alcohols as Substrates

“…1 H, 13 C, and 2D NMR spectra were recorded with Bruker DPX-300 and 700 MHz spectrometers at room temperature.…”

“…The reaction mixture was then evaporated under vacuum and the product separated by column chromatography on silica gel. These products are all known compounds and were identified by comparison of their spectroscopic data ( 1 H and 13 C NMR) and HR-EI-MS with those from the literature.…”

Palladium Catalyzed Controllable Mono‐ or Di‐Allylic Substitution Reaction of Benzothiazolylacetate with Allylic Alcohols

“…An important issue to be addressed in the allylic substitution reaction of activated methylene compounds is the selectivity between the two hydrogen atoms at the methylene position. [12] Therefore, the development of efficient chemoselective allylic substitution reactions is highly desirable. Bioactive benzothiazole derived compounds.…”

Dehydrogenative Silylation of Alcohols Under Pd‐Nanoparticle Catalysis

“…[15] During the past two decades, Pd nanoparticle (Pd-NP) catalysts have attracted significant attention duet ot heir wide applicability in the field of coupling reactions formingC ÀC bonds, [16] alkene hydrogenation, [17] reduction of aromatic nitro compounds, [18] and p-allylic substitution reactions. [19] Transformation of hydrosilanes into silanols in the presence of water has been reported using carbon-supportedo ra luminium oxyhydroxide-supported Pd-NP catalysts (Scheme1). [20] Dehydrocoupling of hydrosilanes with methanol or ethanol has been developed by utilizing dealloyed nanoporous Pd catalysts.…”