Synthesis of Isobenzofuran-1(3H)-ones with the Aid of Silica-Supported Preyssler Nanoparticles

Preyssler catalyst: a heterogeneous polyacidic catalyst for the efficient synthesis of diverse bioactive heterocyclic scaffolds

“…Starting from phthalaldehydic acid (64) and acetophenone derivatives (65), a series of substituted isobenzofuran-1(3H)-ones (66) was synthesized using a catalytic amount of silica-supported Preyssler catalyst under solvent-free conditions at 110 °C (Scheme 26). 104 Scheme 26. Synthesis of substituted isobenzofuran-1(3H)-ones using silica-supported Preyssler catalyst.…”

One-Pot Synthesis of Spiro-isobenzofuran Compounds via the Sequential Condensation/Oxidation Reaction of Ninhydrin with 4-Amino-1,2-naphthoquinones/2-Amino-1,4-naphthoquinones under Mild Conditions

“… 7 Due to the chemical importance and biological applications of isobenzofurans, their synthesis has attracted the interest of various research groups and quite a lot of methods have been developed. Someof the most recently reported methods include the following: Montmorillonite K-10-, ZrOCl 2 –8H 2 O-, and silica-supported Preyssler-nanoparticle-catalyzed condensation and lactonization of phthalaldehydic acid (2-carboxybenzaldehyde) with methylaryl and cyclic ketones; 8 magnetic-nanoparticle-supported 1-methyl-3-(propyl-3-sulfonic acid)imidazolium triflate-catalyzed reaction of phthalaldehydes, and methylaryl ketones; 9 insertion of aldehydes into a C–H bond of aromatic ketimines using a rhenium complex, [ReBr(CO) 3 (thf)] 2 ; 10 coupling of o -alkynylbenzoyl derivatives with Fischer carbene complexes; 11 Pd-catalyzed oxidative intramolecular C–H functionalization reactions of 3-(2-(hydroxymethyl)aryl)- N -methyl- N arylpropiolamides; 12 l -proline-catalyzed cascade Michael-aldol reaction of 4-hydroxy-3-alkyl-5 H -furan-2-ones with alkyl vinyl ketones; 13 silica sulfuric acid- and molecular-iodine-mediated oxidative cleavage of 4b,9b-dihydroxy-4 bH -indeno[1,2- b ]benzofuran-10(9 bH )-ones; 14 Sc(OTf) 3 -catalyzed reaction of o -dicarbonylbenzenes and hydrosilane; 15 chemoenzymatic bioreduction of 2-acetylbenzonitriles; 16 [Cu]- and [Pd]-catalyzed intermolecular cyanation or carbonylation of o -bromobenzyl alcohols; 17 the reaction of 2-cyanobenzaldehydes with nucleophiles, such as organolithiums or lithium enolates of tert -butyl acetate and N , N -dimethylacetamide; 18 nucleophilic addition of alkynyllithium to benzocyclobutenone and subsequent oxidative ring cleavage of the prepared bicyclo[4.2.0]octatrien; 19 oxidation of indane derivatives using molecular oxygen and H 2 O 2 in subcritical water; 20 trifluoroacetic acid-mediated lactonization of tert -butyl 2-(1,3-dioxol-2-yl)- or 2-(1,3-dioxan-2-yl)benzoates; 21 and reductive hydroiodination of 2-alkynylbenzoates through an I 2 /PPh 3 /H 2 O-triggered cascade reaction. 22 …”

Preyssler Heteropolyacid Supported on Nano-SiO2: A Green and Reusable Catalyst in Selective Oxidation of Benzyl Alcohols to Benzaldehydes

“…[13][14][15][16][17][18][19][20][21][22] Good yields, high selectivity, economic convenience, ease of work-up, high hydrolytic and thermal stability, and high catalytic activity of Preyssler HPA have motivated increasing potential for nanocatalysis in organic synthesis and environmentally benign catalysis. [23][24][25][26][27][28][29] Recently, we developed an efficient method for the oxidation of benzyl alcohols to corresponding carbonyl compounds using Preyssler catalyst in the bulk form. We studied these reactions in both thermal and photochemical conditions.…”