An efficient synthesis of novel pyrano[2,3-d]- and furopyrano[2,3-d]pyrimidines via indium-catalyzed multi-component domino reaction
نویسندگان
چکیده
Various novel pyrano [2,3-d]pyrimidines 5 and furopyrano [2,3-d]pyrimidines 7 were synthesized in 80-99% yields via a multicomponent domino Knoevenagel/hetero-Diels-Alder reaction of 1,3-dimethyl barbituric acid with an aromatic aldehyde and ethyl vinyl ether/2,3-dihydrofuran in presence of 1 mol% of indium(III) chloride. The reaction also proceeds in aqueous media without using any catalyst, but the yield is comparatively less (65-70%).
منابع مشابه
Application of nano TiO2@KSF as an efficient and reusable catalyst for the synthesis of pyrano-pyrimidines
In this work, Nano TiO2@KSF used as an efficient, homogeneous and reusable catalyst for the synthesis of pyrano[2,3-d]-pyrimidinone derivatives via three-component reactions between malononitrile, barbituric acid and various aldehydes in water. The products were formed in high yields within short reaction times. Also, this catalyst can be reused several times without loss of its catalytic activ...
متن کاملNano Al2O3: An efficient catalyst for the multi-component synthesis of Pyrano [2, 3-d] Pyrimidinone derivatives
Pyrano [2,3-d] pyrimidinone derivatives have received considerable interest from the pharmaceutical industry due to their wide range of interesting biological and therapeutic properties. Nano Al2O3 was found to be a highly efficient solid acid catalyst for the preparation of pyrano [2,3-d] pyrimidinone derivatives from the reaction of barbituric acid, aryl aldehyde and mal...
متن کاملNano Al2O3: An efficient catalyst for the multi-component synthesis of Pyrano [2, 3-d] Pyrimidinone derivatives
Pyrano [2,3-d] pyrimidinone derivatives have received considerable interest from the pharmaceutical industry due to their wide range of interesting biological and therapeutic properties. Nano Al2O3 was found to be a highly efficient solid acid catalyst for the preparation of pyrano [2,3-d] pyrimidinone derivatives from the reaction of barbituric acid, aryl aldehyde and mal...
متن کاملConvenient One-pot Access to Pyrano[2,3-d]pyrimidine Derivatives via a CuCl2.2H2O Catalyzed Knoevenagel-Michael Addition Reaction in Water/Ethanol Media
Convenient procedure for the synthesis of corresponding pyrano[2,3-d]pyrimidine derivatives were developed via one-pot three-component reaction of aryl aldehyde derivatives, malononitrile with barbituric acids in the presence of copper (II) chloride dihydrate (CuCl2.2H2O) as highly efficient Lewis acid catalyst. This protocol has advantages such as readily and inexpensive catalyst, high reactio...
متن کاملOne-pot Synthesis of Pyrano[2,3-d]Pyrimidines using Nanocellulose-SbCl5 as a Highly Efficient and Bio-based Catalyst
The reaction of nano-cellulose and antimony pentachloridein dichloromethane gave nano-cellulose-SbCl5. Also nano-cellulose-SbCl5 has beencharacterized by energy dispersive X-ray spectroscopy(EDX), scanning electron microscopy (SEM)and Fourier transform infrared spectroscopy(FTIR).Nano-cellulose-SbCl5has been applied as a nano-catalyst for synthesis of pyrano[2,3-d]pyrimidines from the simple on...
متن کاملذخیره 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 ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Beilstein Journal of Organic Chemistry
دوره 2 شماره
صفحات -
تاریخ انتشار 2006