Heterogeneous Iron Catalyst Fe/SBA-15 towards sp3 C-O bond activation in the absence of base and additive

A heterogeneous iron-catalyzed (8wt%Fe/SBA-15) mediated direct alkylation of benzyl alcohol with aryl boronic acid in the absence of base and additive via C-O bond activation is demonstrated. This catalyst system led to an efficient Friedel-crafts alkylation reaction. The acidic site in the catalyst system had been confirmed by NH3-TPD, which shows the presence of three different acidic sites viz., weak, moderated, and strong acid sites. The catalyst showed five times recyclable ability.

Heterogeneous Iron Catalyst Fe/SBA-15 towards sp3 C-O bond activation in the absence of base and additive

A heterogeneous iron-catalyzed (8wt%Fe/SBA-15) mediated direct alkylation of benzyl alcohol with aryl boronic acid in the absence of base and additive via C-O bond activation is demonstrated. This catalyst system led to an efficient Friedel-crafts alkylation reaction. The acidic site in the catalyst system had been confirmed by NH3-TPD, which shows the presence of three different acidic sites viz., weak, moderated, and strong acid sites. The catalyst showed five times recyclable ability.

A magnetically retrievable mixed-valent Fe3O4@SiO2/Pd0/PdII nanocomposite exhibiting facile tandem Suzuki coupling/transfer hydrogenation reaction

Herein, we report a magnetically retrievable mixed-valent Fe3O4@SiO2/Pd0/PdIINP (5) nanocomposite system for tandem Suzuki coupling/transfer hydrogenation reaction. The nanocomposite 5 was prepared first by making a layer of $$\hbox {SiO}_{2}$$ SiO 2 on $$\hbox {Fe}_{3}\hbox {O}_{4}\hbox {NP}$$ Fe 3 O 4 NP followed by deposition of $$\hbox {Pd}^{0}$$ Pd 0 and sorption of $$\hbox {Pd}^{\mathrm{II}}$$ Pd II ions successively onto the surface of Fe3O4@SiO2NP. The nanocomposite was characterized by powder XRD, electron microscopy (SEM-EDS and TEM-EDS) and XPS spectroscopy techniques. The mixed-valent $$\hbox {Pd}^{0}/\hbox {Pd}^{\mathrm{II}}$$ Pd 0 / Pd II present onto the surface of nanocomposite 5 was confirmed by XPS technique. Interestingly, the mixed-valent nanocomposite Fe3O4@SiO2/Pd0/PdIINP (5) exhibited tandem Suzuki coupling/transfer hydrogenation reaction during the reaction of aryl bromide with aryl boronic acid (90% of C). The nanocomposite 5 displayed much better reactivity as compared to the monovalent Fe3O4@SiO2/Pd0NP (3) (25% of C) and Fe3O4@SiO2/PdIINP (4) (15% of C) nanocomposites. Further, because of the presence of magnetic $$\hbox {Fe}_{3}\hbox {O}_{4}$$ Fe 3 O 4 , the nanocomposite displayed its facile separation from the reaction mixture and reused at least for five catalytic cycles.

Rh(III)-Catalyzed Three-Component Syn-Carboamination of Alkenes Using Arylboronic Acids and Dioxazolones

<p>Herein we report a Rh(III)-catalyzed three-component carboamination of alkenes from readily available aryl boronic acids as a carbon source and dioxazolones as nitrogen electrophiles. This protocol provides facile access to valuable amine products including <i>a</i>-amino acid derivatives in good yield and excellent regioselectivity without the need for a directing functionality. A series of experiments suggest a mechanism in which the Rh(III) catalyst undergoes transmetalation with the aryl boronic acid followed by turnover limiting, alkene migratory insertion into the Rh(III)-aryl bond. Subsequently, fast Rh-nitrene formation provides the <i>syn</i>-carboamination product selectively after reductive elimination and proto-demetalation. Importantly, the protocol provides 3-component coupling products in preference to a variety of 2-component undesired by-products.</p>

Rh(III)-Catalyzed Three-Component Syn-Carboamination of Alkenes Using Arylboronic Acids and Dioxazolones

<p>Herein we report a Rh(III)-catalyzed three-component carboamination of alkenes from readily available aryl boronic acids as a carbon source and dioxazolones as nitrogen electrophiles. This protocol provides facile access to valuable amine products including <i>a</i>-amino acid derivatives in good yield and excellent regioselectivity without the need for a directing functionality. A series of experiments suggest a mechanism in which the Rh(III) catalyst undergoes transmetalation with the aryl boronic acid followed by turnover limiting, alkene migratory insertion into the Rh(III)-aryl bond. Subsequently, fast Rh-nitrene formation provides the <i>syn</i>-carboamination product selectively after reductive elimination and proto-demetalation. Importantly, the protocol provides 3-component coupling products in preference to a variety of 2-component undesired by-products.</p>

Efficient One-Pot Synthesis of 3-Substituted Phthalides via Additive Arylation of Organozinc Intermediate

: In recent years substitution at the third position on phthalides has been proven a valuable synthetic intermediate for the development of active molecules. We reported a direct and efficient one-pot method for the synthesis of 3-aryl Phthalides performed by the addition of organo-zinc reagent on methyl-2-formylbenzoate; reagent formed in-situ by the reaction between diethylzinc and different aryl boronic acid derivatives without using any kind of ligand. The possible mechanism involved a coordinated zinc carbonyl transition state, arylation, and followed by the intramolecular cyclization. The substituents groups in boronic having different electronic and steric properties played an important role in the reaction completion time and yield. The structure elucidation and confirmation of the synthesized compounds were done by using H-NMR analytical data. The method can be useful for the synthesis of various scaffolds and intermediates in the search of potentially active compounds.