Efficient synthesis of multicyclic spirooxindoles via a cascade Michael/Michael/oxa-Michael reaction of curcumins and isatylidene malononitriles.

نویسندگان

  • Xiao-Gang Yin
  • Xin-Yun Liu
  • Zhi-Peng Hu
  • Ming Yan
چکیده

A cascade Michael/Michael/oxa-Michael reaction between curcumins and isatylidene malononitriles has been developed. Multicyclic spirooxindoles were prepared in excellent yields and diastereoselectivities. DMAP was found to catalyze this transformation efficiently under mild reaction conditions.

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

Efficient one-pot synthesis and characterization of 13-Acetyl-9-methyl-11-oxo-8-oxa-10,12-diazatricyclo [7.3.1.0^2,7] trideca-2,4,6-triene

An efficient and environmentally friendly procedure for one-pot synthesis of 13-acetyl-9-methyl-11-ox-8-oxa-10,12-diazatricyclo [7.3.1. ] trideca-2,4,6-triene from salicylaldehyde, acetylaceton and urea via Biginelli condensation and intramolecular Michael-addition by using magnesium bromide as an expensive and easily available catalyst under solvent-free condition is desired. The structural el...

متن کامل

Calcium Chloride catalyzed Intramolecular Oxa Michael addition of 2’-Hydroxychalcone to Flavanone

An efficient cyclization of 2’-hydroxychalcone to flavanone using calcium chloride as a catalyst was developed. The scope of the reaction was studied with substituted 2’-hydroxychalcone and these chalcones was converted into corresponding flavanone in good yield. The merits of this method are inexpensive and easily available catalyst, easy workup procedure, avoid use of toxic solvent

متن کامل

Calcium Chloride catalyzed Intramolecular Oxa Michael addition of 2’-Hydroxychalcone to Flavanone

An efficient cyclization of 2’-hydroxychalcone to flavanone using calcium chloride as a catalyst was developed. The scope of the reaction was studied with substituted 2’-hydroxychalcone and these chalcones was converted into corresponding flavanone in good yield. The merits of this method are inexpensive and easily available catalyst, easy workup procedure, avoid use of toxic solvent. 

متن کامل

Convenient 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 کامل

Synthesis, characterization and using Fe3O4@SiO2@FeCl3 as a new nanocatalyst for aza-Michael reaction between amines and ethyl crotonate

In this article, recyclable Fe3O4@SiO2@FeCl3 was synthesized and entirely characterized by various techniques including XRD, FT-IR, SEM, EDX and VSM analysis. The catalytic ability of produced Fe3O4@SiO2@FeCl3 was studied in the aza-Michael reaction of diethyl amine and ethyl crotonate which lead to high yie...

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 10 8  شماره 

صفحات  -

تاریخ انتشار 2012