Metal-free GO-SiPr-SO₃H Nanosheets Catalyzed Ultrasound Promoted One-pot Synthesis of Star-Shape Phenolic Compounds in Water and Study of Their In-vitro Antimicrobial Activities

Abstract

An efficient and pseudo‐three‐component approach to obtain star‐shape phenolic compounds using 2,4‐dialkylphenol and aromatic, aliphatic, bis‐aldehyde and heteroaldehyde was reported using GO‐SiPr‐SO3H in water under ultrasound irradiation. The ultrasound irradiation had positive effect on catalytic activity of the GO‐SiPr‐SO3H catalyst. The desired products were achieved in good to excellent yields at short reaction times. Also, the structure of star‐shape phenolic compounds was approved using density functional theory (DFT) calculation. In addition, in vitro antimicrobial activity of the synthetic compounds was evaluated.

Metal‐Free and Ultrasound‐Assisted C–C and O‐Si (O‐Protected) Bond Formation in Cyanosilylation of Aldehydes with TMSCN Catalyzed by Functionalized Graphene Oxide Derivatives

“…Also, the full details of preparation and characterization of the prepared catalysts are provided in supporting information of this paper. Previously, we have reported the synthesis of phenolic antioxidants using GO‐SO 3 H and RGO‐SO 3 H ,,–. In this study, all of the catalysts were tested in the cyanosilylation of aromatic aldehyde using TMSCN and we found that the cyanosilylation of aldehydes could be rapidly accomplished.…”

“…Also, the aldehydes with electron‐donating groups affect the time and yield of the reaction. However, the synergy of ultrasound irradiation and catalytic system with high specific surface area has a positive effect on the catalytic activity and the obtained results from aldehydes with electron‐donating groups …”

“…In addition, during two years ago, different catalytic systems were used for the cyanosilylation of carbonyl compounds . However, the catalysts based on metals are normally very expensive and toxic for different organic transformations . Therefore, the development of a new method as an alternative approach for the formation of carbon‐carbon and silicon‐oxygen bonds under metal‐free conditions is highly appealing.…”

“…Also, the application of functionalized graphene oxide and graphene as heterogeneous catalytic systems in organic reactions have attracted much attention due to their superior physical, chemical and thermal properties . Herein, in the continuation of our interest towards heterogeneous catalysts based on graphene and graphene oxide,, we report a practical and metal‐free approach to prepare cyanohydrins trimethylsilyl ethers using nucleophilic addition of TMSCN to different aldehydes in the presence of functionalized graphene oxide under ultrasound irradiation.…”

Functionalized CoFe2O4/lamellar mesopore silica anchored to melamine nanocomposite as a novel catalyst for synthesis of 4H‐chromenes under mild conditions

“…[31] The bulk mesophase managed with the silica-to-surfactant ratio and formation of cubic, lamellar, hexagonal, that this phase due to silica/surfactant self-assembly and so charge matching at the interface. [32] Recently, the heterogeneous [33][34][35][36] catalysts were used to synthesis of organic compounds because of high activity and recoverability. [37][38][39][40][41] Synthesis of tetrahydro-4Hchromenes was tested by using different catalysts, method and solvent.…”