Microwave assisted synthesis of phenanthridinones and dihydrophenanthridines by vasicine/KOtBu promoted intramolecular C-H arylation.

نویسندگان

  • Sushila Sharma
  • Manoranjan Kumar
  • Shruti Sharma
  • Onkar S Nayal
  • Neeraj Kumar
  • Bikram Singh
  • Upendra Sharma
چکیده

A simple, efficient, rapid and transition metal-free methodology has been developed by utilizing vasicine (a natural product), as a catalyst for the synthesis of phenanthridinones and dihydrophenanthridines. The reaction proceeds through intramolecular C-H arylation with aryl halides in the presence of KOtBu as a base under microwave irradiation in sulfolane as a solvent. The reaction proceeds well with various aryl iodides, bromides and more remarkably with less reactive aryl chlorides for 15 minutes, providing the corresponding products in 45-90% yields.

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

A Palladium NCP Pincer Complex as an Efficient Catalyst for Intramolecular Direct Arylation

CH functionalization is a convenient methodology with broad application in total synthesis and medicinal chemistry that provides the same products as already well established cross-coupling methodologies, but with the advantage of avoiding the use of metallic species such as Grignard, boron, silicon and tin compounds. Herein, we report an unprecedented palladium-catalyzed intramolecular direct ...

متن کامل

Microwave-assisted synthesis of 5,6-dihydroindolo[1,2-a]quinoxaline derivatives through copper-catalyzed intramolecular N-arylation

An efficient and practical protocol has been developed to synthesize 5,6-dihydroindolo[1,2-a]quinoxaline derivatives by CuI-catalyzed intramolecular N-arylation under microwave irradiation. This method rapidly afforded the tetracyclic products with good to excellent yields (83-97%) in short reaction times (45-60 min).

متن کامل

Palladium-catalyzed annulation of benzynes with N-substituted-N-(2-halophenyl)formamides: synthesis of phenanthridinones.

A novel and efficient procedure for the synthesis of N-substituted phenanthridinones via palladium-catalyzed annulation of benzynes with N-substituted-N-(2-halophenyl)formamides has been developed. This methodology constructs two new C-C bonds via an arylation/annulation process, and provides the desired products in good yields.

متن کامل

Microwave-Assisted Solution Combustion Synthesis of WO3 Nanoparticles: Optical and Colorimetric Characteristics

Tungsten oxide (WO3) and tungsten oxide hydrate (WO3.H2O) nanoparticles were synthesized via microwave-assisted solution combustion in comparison with the acidic precipitation method. Oxalic acid was used as a surfactant and forming agent in the acidic precipitation method. In addition to oxalic acid, glycine and citric acid were also used as fuels in the microw...

متن کامل

Photocatalytic degradation of 2, 4, 6-Ttrichlorophenol with CdS nanoparticles synthesis by microwave-assisted sol-gel method

This paper reports the synthesis and characterization of photocatalyst CdS nanoparticles for investigation of photocatalytic degradation of 2,4,6-trichlorophenol. CdS nanoparticles were synthesized by the microwave-assisted sol-gel method and characterized by various techniques such as X-ray diffraction, filed emission scanning electron microscopy, energy dispersive spectroscopy, Fourier transf...

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:
  • Organic & biomolecular chemistry

دوره 14 36  شماره 

صفحات  -

تاریخ انتشار 2016