A simple and efficient copper-catalyzed procedure for the hydrosilylation of hindered and functionalized ketones.

نویسندگان

  • Silvia Díez-González
  • Harneet Kaur
  • Fabiano Kauer Zinn
  • Edwin D Stevens
  • Steven P Nolan
چکیده

The catalytic hydrosilylation of highly hindered and functionalized ketones is described. The combination of inexpensive catalyst precursors, CuCl and NHC.HX (NHC = N-heterocyclic carbene), leads to a highly efficient reduction mediator for the preparation of silyl ethers from unfunctionalized and functionalized alkyl, cyclic, bicyclic, aromatic, and heteroaromatic ketones. A series of catalyst precursors have been structurally characterized and a catalyst-structure activity relationship is discussed.

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

One-pot synthesis of 2-amino-3-cyanopyridine derivatives catalyzed by zinc zirconium phosphate in solvent-free conditions

A simple and efficient procedure for the synthesis of 2-amino-3-cyanopyridines from aldehydes, ketones, malononitrile, and ammonium acetate via one-pot reaction is reported. Zinc zirconium phosphate (ZPZn) nanoparticles were used as a convenient and efficient catalyst for this multicomponent reaction (MCR) under solvent-free conditions, and fair to excellent yields were achieved. The catalyst w...

متن کامل

One-pot synthesis of 2-amino-3-cyanopyridine derivatives catalyzed by zinc zirconium phosphate in solvent-free conditions

A simple and efficient procedure for the synthesis of 2-amino-3-cyanopyridines from aldehydes, ketones, malononitrile, and ammonium acetate via one-pot reaction is reported. Zinc zirconium phosphate (ZPZn) nanoparticles were used as a convenient and efficient catalyst for this multicomponent reaction (MCR) under solvent-free conditions, and fair to excellent yields were achieved. The catalyst w...

متن کامل

A simple, solvent-free four-component domino synthesis of 1H-pyrazolo [1, 2-b] phthalazine-5, 10-dione derivatives catalyzed by copper (II) oxide

An eco-safe and facile multi-component domino reaction has been described for the synthesis of 1H-pyrazolo [1, 2-b] phthalazine-5, 10-dione derivatives. The products were obtained by a four-component condensation reaction between phthalimide, hydrazine monohydrate, aromatic aldehyde derivatives and malononitrile in the presence of a catalytic amount of copper (II) oxide (CuO) ...

متن کامل

Nanocrystalline SiO2–HClO4: A novel, efficient and green catalyst for the three-component synthesis of pyrimidine derivatives

Nanocrystalline SiO2–HClO4, as a newly reported catalyst, has been used as an efficient and reusable catalyst for the synthesis of pyrimidine derivatives. The procedure can be successfully applied to the efficient synthesis of mono substituted pyrimidine derivatives, using triethyl orthoformate, ammonium acetate, methyl ketone derivatives. In practice, this method is a combination of a satisfac...

متن کامل

Copper(II)-catalyzed enantioselective hydrosilylation of halo-substituted alkyl aryl and heteroaryl ketones: asymmetric synthesis of (R)-fluoxetine and (S)-duloxetine.

A set of reaction conditions has been established to facilitate the non-precious copper-catalyzed enantioselective hydrosilylation of a number of structurally diverse β-, γ- or ε-halo-substituted alkyl aryl ketones and α-, β- or γ-halo-substituted alkyl heteroaryl ketones under air to afford a broad spectrum of halo alcohols in high yields and good to excellent enantioselectivities (up to 99% e...

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:
  • The Journal of organic chemistry

دوره 70 12  شماره 

صفحات  -

تاریخ انتشار 2005