Efficient synthesis of imidazoles from aldehydes and 1,2-diketones using microwave irradiation.

نویسندگان

  • Scott E Wolkenberg
  • David D Wisnoski
  • William H Leister
  • Yi Wang
  • Zhijian Zhao
  • Craig W Lindsley
چکیده

[reaction: see text] A simple, high-yielding synthesis of 2,4,5-trisubstituted imidazoles from 1,2-diketones and aldehydes in the presence of NH(4)OAc is described. Under microwave irradiation, alkyl-, aryl-, and heteroaryl-substituted imidazoles are formed in yields ranging from 80 to 99%. Short syntheses of lepidiline B and trifenagrel illustrate the utility of this approach.

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

Improving methodology for the preparation of highly substituted imidazoles using nano-MgAl2O4 as catalyst under microwave irradiation

An efficient synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles by one-step condensation of  an aldehyde, benzil, ammonium acetate and primary amine in the presence of nanocrystalline magnesium aluminate under microwave irradiation is described. The advantages of this catalyst are including simple work-up, low cost and reusability. Compared with conventional methods, the ...

متن کامل

Improving methodology for the preparation of highly substituted imidazoles using nano-MgAl2O4 as catalyst under microwave irradiation

An efficient synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles by one-step condensation of  an aldehyde, benzil, ammonium acetate and primary amine in the presence of nanocrystalline magnesium aluminate under microwave irradiation is described. The advantages of this catalyst are including simple work-up, low cost and reusability. Compared with conventional methods, the ...

متن کامل

One-Pot solvent-free synthesis of Highly Substituted Imidazoles catalyzed by zeolite

A series of tri- and tetra- substituted imidazoles were synthesized from benzyl, aldehyde and ammonium acetate in the presence of zeolite as an ecofriendly reusable catalyst under microwave irradiation in the absence of solvent. The yields are high to excellent and the use of microwave irradiation reduces reaction times to few minute.

متن کامل

Nano TiO2@SiO2 as an efficient and reusable catalyst for the synthesis of multi-substituted imidazoles

Nano TiO2 supported on SiO2 (Nano TiO2@SiO2) as a solid Lewis acid, was described to be an effective and reusable catalyst for one-pot three-component reaction of benzil, aryl aldehydes and ammonium acetate for the synthesis 2-aryl-4,5-diphenyl-1H-imdazoles synthesis. To explore the high efficacy of the catalytic system the four-component cyclization of benzil, aryl aldehydes, ammonium acetate ...

متن کامل

Efficient classical synthesis of aminoazines under microwave irradiation

In the present study, Aminoazines were prepared from the reaction of amidrazone hydroiodide with various aromatic aldehydes in the presence of a solid base under microwave irradiation with power level of 850 W for 2-7 min in high yields. The amidrazone hydroiodide can also be prepared by the reaction of S-methyl isothiobenzamide hydroiodide and hydrazine in methanol under nitrogen gas. All synt...

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 letters

دوره 6 9  شماره 

صفحات  -

تاریخ انتشار 2004