CeCl3.7H2O-SiO2: A heterogeneous catalyst for Michaelis-Arbuzov reaction: High yield synthesis of arylmethyl/heteroaryl phosphonates

نویسندگان

  • D. Subba Rao
  • S. K. Thaslim Basha
  • Naga Raju
  • C. Naga Raju
چکیده

A simplistic green and neat procedure was developed for the synthesis of arylmethyl and heteroaryl phosphonates or phosphinates by silica gel supported Lewis acid catalyst, CeCl3.7H2O-SiO2 through Michaelis-Arbuzov reaction under conventional as well as microwave irradiation methods. Herein, tetraalkyl 1,4phenylenebis(methylene)diphosphonates 5(a-d)/dimethyl 1,4-phenylenebis(methylene)bis (phenylphosphinate) 5(e) and tetraalkyl pyridine-2,6-diyldiphosphonates 7(a-d)/ dimethyl pyridine-2,6-diylbis(phenylphosphinate) 7(e) were accomplished in high yields (85-94%) with simple work-up procedure in the presence of CeCl3.7H2O-SiO2 catalyst by the reaction of alkyl/aryl bromides with trialkyl phosphites. The present synthetic protocol demonstrated that silica supported Ce(III) is a easily prepared catalyst and recyclable, which catalyzed C-P bond formation in high yields in less time.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Fe3O4@SiO2-SO3H as a recyclable heterogeneous nanomagnetic catalyst for the one-pot synthesis of substituted quinolines via Friedländer heteroannulation under solvent-free conditions

An efficient method has been developed for the Friedländer synthesis of substituted quinolines through a condensation reaction of 2-aminoaryl ketones with α-methylene ketones in the presence of a catalytic amount of nano Fe3O4@SiO2-SO3H under solvent-free conditions at 110 °C. The reactions are completed in short times, and the products are obtained in good to excellent yields. The results reve...

متن کامل

SiO2-BaCl2 as a Highly Efficient and Reusable Heterogeneous Catalyst for the One-pot Synthesis of 3,4-dihydropyrimidin-2-(1H)- one/thione Derivatives Under Solvent-free Conditions

An efficient protocol for the synthesis of 3,4-dihydropyrimidin-2-(1H)-one/thione derivatives via multi-component coupling reaction of aromatic aldehydes, β-ketoester and urea or thiourea under solvent-free conditions using Silica Supported Barium Chloride as a catalyst is described. All prepared compounds with melting points, IR,1H NMR and 13C NMR were identified. High yields, mild conditi...

متن کامل

Inorganic-organic hybrid nanomaterial (Fe3O4@SiO2-AQ): A retrievable heterogeneous catalyst for the green synthesis of 4H-chromenes

Preparation of 4-aminiquinaldine grafted on silica-coated nano-Fe3O4 particles (Fe3O4@SiO2-AQ) as a novel retrievable heterogeneous nanocatalyst is described. This novel hybrid nanomaterial was applicated for the green synthesis of substituted 2-amino-4H-chromenes via the one-pot condensation reaction of an aldehyde, malononitrile ...

متن کامل

A green method for the synthesis of indeno[1,2-b]pyridines using Fe3O4@SiO2@PrSO3H as a nanomagnetic catalyst

The acidic agent (SO3H) was stabilized on the silica coated Fe3O4 magnetic nanoparticles to produce Fe3O4@SiO2@Pr-SO3H, as a heterogeneous acidic catalyst, was designed, and then fully studied and characterized by FT-IR, XRD, TGA, DTA, TEM, and SEM analysis. Subsequently, the catalytic activity of Fe3O4...

متن کامل

Synthesis of 2,4,5-triaryl-1H-imidazoles using a potent, green and reusable nano catalyst (FHS/SiO2)

A simple, green and efficient method for synthesis of 2,4,5-trisubstituted imidazoles is described via three-component cyclocondensation of benzil or benzoin, aldehyde and ammonium acetate by using the nano SiO2-supported ferric hydrogen sulfate (FHS/SiO2), as a catalyst, under solvent-free conditions. The nano SiO2 support and catalyst were characterized by X-ray diffraction (XRD), transmissio...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:

دوره   شماره 

صفحات  -

تاریخ انتشار 2013