Sulfonic acid–functionalized magnetic Fe3-xTixO4 nanoparticles: New recyclable heterogeneous catalyst for one-pot synthesis of tetrahydrobenzo[b]pyrans and dihydropyrano[2,3-c]pyrazole derivatives

In this work, titanomagnetite nanoparticles (Fe_3-xTi_xO₄) have been used as a novel suppport for the synthesis of a magnetic acidic catalyst. These nanoparticles were functionalized with sulfonic acid groups to prepare the Fe_3-xTi_xO₄@SO₃H nanoparticles. The synthesized acidic nanoparticles have been explored as new and efficient recyclable heterogeneous catalyst for a one-pot, three-component synthesis of tetrahydrobenzo[b]pyrans known as 4H-chromenes and 1,4-dihydropyrano[2,3-c]pyrazoles. The structure of the catalyst was established by infrared, energy dispersive x-ray (EDX), and scanning electron microscopy analyses. The reactions proceed smoothly to furnish the respective products in excellent yields and short reaction times. The facile reaction conditions, easy isolation of the products, versatility, and easy magnetic separation and reusability of the catalyst with no significant loss of activity are the main merits of the present method.     

Electrochemical synthesis of 5,6-dihydroxy-2-methyl-1-benzofuran-3-carboxylate derivatives

Electrochemical oxidation of catechols (1a-c) has been studied in the presence of methyl acetoacetate (2a) and ethyl acetoacetate (2b) as nucleophiles in aqueous solution using cyclic voltammetry and controlled-potential coulometry. The results indicate that the quinones derived from catechols (1a-c) participate in Michael addition reactions with 2a and 2b to form the corresponding benzofuran derivatives (3a-f). The electrochemical synthesis of 3a-f has been successfully performed in an undivided cell in good yield and purity. The oxidation mechanism was deduced from voltammetric data and by coulometry at controlled potential. The products have been characterized after purification by IR, ¹H NMR, ¹³C NMR, MS, and single crystal X-ray diffraction.     

An efficient electrochemical synthesis of diamino-o-benzoquinone: mechanistic and kinetic evaluation of the reaction of azide ion with o-benzoquinone

An efficient method for the synthesis of diamino-o-benzoquinone based on the Michael reaction of electrochemically generated o-benzoquinone with azide ion is described, as well as an estimation of the homogeneous rate constant (k(obs)) of the reaction of o-benzoquinone with azide ion by the digital-simulation method.     

One-pot synthesis of highly conjugated benzofuran derivatives based on electrochemical oxidation of benzenediols in the presence of dibenzoylmethane

Electrochemical oxidation of benzenediols (1--4) has been studied in the presence of dibenzoylmethane (5) as a nucleophile using cyclic voltammetry and controlled-potential coulometry. The results indicate that the electrochemically generated quinones participate in Michael addition reaction with 5 via various mechanisms to produce new benzofuran derivatives. We derived various products based on electrochemical oxidation in the controlled potential condition, at carbon electrode without toxic reagents in an undivided cell and ambient condition.     

Synthesis of arylaminotetrazoles by ZnCl2/AlCl3/silica as an efficient heterogeneous catalyst

Abstract  

Arylaminotetrazoles were efficiently synthesized from secondary arylcyanamides by application of ZnCl₂/AlCl₃/silica as a reusable heterogeneous Lewis acid catalyst. 5-Arylamino-1H-tetrazoles can be obtained from arylcyanamides carrying electron-withdrawing substituents on the aryl ring, while with electron-releasing groups 1-aryl-5-amino-1H-tetrazoles will be produced. The former isomer is also produced within longer reaction times (~20 h) even with electron-releasing groups.     

Sulfonic acid-functionalized Fe3O4-supported magnetized graphene oxide quantum dots: A novel organic-inorganic nanocomposite as an efficient and recyclable nanocatalyst for the synthesis of dihydropyrano[2,3-c]pyrazole and 4H-chromene derivatives

In this research, the main emphasis has been focused on the preparation of a novel Fe₃O₄-supported propane-1-sulfonic acid-grafted graphene oxide quantum dots (Fe₃O₄@GOQD-O-(propane-1-sulfonic acid)) that it was readily synthesized via a five-step procedure as a hitherto unreported magnetic nanocatalyst. This newly prepared Fe₃O₄@GOQD-O-(propane-1-sulfonic acid) nanocomposite was structurally well-established by different analytical techniques including Fourier transform infrared (FT-IR), X-ray diffraction (XRD), energy-dispersive X-ray (EDX), thermal gravimetric analysis (TGA), field emission gun-scanning electron microscope (FESEM), high-resolution transmission electron microscopy (HRTEM) and vibrating sample magnetometer (VSM) analyses. The high catalytic performance of this nanocomposite was exhibited in one-pot synthesis of dihydropyrano[2,3-c]pyrazole and 4H-chromene derivatives under mild conditions. Low reaction times, excellent yields of the products, benignity of the catalyst, easy reaction work-up and magnetic recyclability of the catalyst are the main advantages of the present protocol. Also, our research indicated that the Fe₃O₄@GOQD-O-(propane-1-sulfonic acid) could be reused up to five times without considerable loss of catalytic activity.     

Preparation of Fe3O4@5,10‐dihydropyrido[2,3‐b]quinoxaline‐7,8‐diol copper complex: A capable nanocatalyst for the green synthesis of 1‐substituted 1H‐tetrazoles

Fe₃O₄ magnetic nanoparticles functionalized with 5,10‐dihydropyrido[2,3‐b]quinoxaline‐7,8‐diol were synthesized as was their complex with copper as a novel nanomagnetic iron oxide catalyst via a simple and green method, and characterized using various techniques. The capability of the catalyst was evaluated in the one‐pot three‐component synthesis of different tetrazoles, which showed very good results. Mild reaction conditions, good reusability and simple magnetic work‐up make this methodology interesting for the efficient synthesis of tetrazoles.     

Damped vibration of a graphene sheet using a higher-order nonlocal strain-gradient Kirchhoff plate model

A higher-order nonlocal strain-gradient model is presented for the damped vibration analysis of single-layer graphene sheets (SLGSs) in hygrothermal environment. Based on Kirchhoff plate theory in conjunction with a higher-order (bi-Helmholtz) nonlocal strain gradient theory, the equations of motion are obtained using Hamilton's principle. The higher-order nonlocal strain gradient theory has lower- and higher-order nonlocal parameters and a material characteristic parameter. The presented model can reasonably interpret the softening effects of the SLGS, and indicates a reasonably good match with the experimental flexural frequencies. Finally, the roles of viscous and structural damping coefficients, small-scale parameters, hygrothermal environment and elastic foundation on the vibrational responses of SLGSs are studied in detail.