A simple synthesis of highly functionalized 2,5-diaminofurans based pyrimidine derivatives from 1-（carboxymethyl）uracil via a multi-component reaction is described. The reactive 1：1 intermediate produced from the r...A simple synthesis of highly functionalized 2,5-diaminofurans based pyrimidine derivatives from 1-（carboxymethyl）uracil via a multi-component reaction is described. The reactive 1：1 intermediate produced from the reaction of tert-butyl isocyanide and dialkyl acetylenedicarboxylates was trapped at room temperature by 1-（carboxymethyl）uracil derivatives to yield polyfunctio- nalized furan rings in fairly good yields.展开更多
The title compound 2-amino-4-（4-hydroxy-3,5-dimethoxyphenyl）-5-methyl-6- phenyl nicotinonitrile, C21H19N3O3, was synthesized via four-component reactions between propiophenone, malononitrile, syringaldehyde and ammo...The title compound 2-amino-4-（4-hydroxy-3,5-dimethoxyphenyl）-5-methyl-6- phenyl nicotinonitrile, C21H19N3O3, was synthesized via four-component reactions between propiophenone, malononitrile, syringaldehyde and ammonium acetate in ethanol under reflux without catalyst and characterized by IR, 1H NMR, 13C NMR, MS, EA and single-crystal X-ray diffraction. Single-crystal X-ray diffraction analysis shows that the compound is of monoclinic system, space group P21/n with a = 8.4600（17）, b = 17.139（3）, c = 13.408（3） A, β= 107.06（3）°, V= 1858.6（6） A3, Z = 4, Mr = 361.39, F（000） = 760, μ（MoKa） = 0.088 mm^-1 Dc = 1.292 g/cm3, 2 = 0.71073 A, the final R = 0.0751 and wR = 0.0938 for 3333 observed reflections with I〉 2σ（I）. The crystal packing of the title compound is stabilized by intermolecular hydrogen bonds.展开更多
A simple and efficient one-pot procedure has been developed for the construction of pyrrolo[ 1,2-a]pyrimidines via the three-component domino reaction of 5-aminopyrazoles, acetylenedicarboxylates and malononitrile und...A simple and efficient one-pot procedure has been developed for the construction of pyrrolo[ 1,2-a]pyrimidines via the three-component domino reaction of 5-aminopyrazoles, acetylenedicarboxylates and malononitrile under catalyst-free, microwave irradiation conditions. The key step in this transformation is the N--N bond cleavage reac- tion of the 5-aminopyrazole substrate, which has been reported in this context for the first time in this study. The advantages of this protocol include readily available starting materials, short reaction times and good regioselectivity.展开更多
Three-component reaction of arylsulfonamides,dialkyl acetylenedicarboxylates,and ethyl chlorooxoacetate promoted by triphenylphosphine and triethylamine provides a sufficient route for the synthesis of dialkyl N-（ary...Three-component reaction of arylsulfonamides,dialkyl acetylenedicarboxylates,and ethyl chlorooxoacetate promoted by triphenylphosphine and triethylamine provides a sufficient route for the synthesis of dialkyl N-（arylsulfonyl）-4-ethoxy-5-oxo-2,5-dihydro -1H-pyrolle-2,3-dicarboxylates in good yields.展开更多
Caffeine was applied as a green and natural catalyst for the one-pot,four-component sequential condensation between 2-hydroxy-1,4-naphthoquinone,aromatic 1,2-diamines,ammonium thiocyanate and acid chlorides in the pre...Caffeine was applied as a green and natural catalyst for the one-pot,four-component sequential condensation between 2-hydroxy-1,4-naphthoquinone,aromatic 1,2-diamines,ammonium thiocyanate and acid chlorides in the presence of a basic ionic liquid（l-butyl-3-methylimidazolium hydroxide） to afford the corresponding benzo[a][1,3]oxazino[6,5-c]phenazine derivatives.In this one-pot transformation,five bonds and two new rings are efficiently formed.This protocol has the advantages of operational simplicity,high yields,easy workup,avoidance of hazardous or toxic catalysts and organic solvents and high chemo-and regioselectivities.展开更多
A simple and fast three-component diastereoselective synthesis of biologically important spiro scaffold 4 was carried out in reasonable purity starting from readily available 1H-indole-2,3-dione 1, ethyl cyanoacetate ...A simple and fast three-component diastereoselective synthesis of biologically important spiro scaffold 4 was carried out in reasonable purity starting from readily available 1H-indole-2,3-dione 1, ethyl cyanoacetate 2 and 4-hydroxycoumarin 3 under microwave in high yield （88%-92%） and short time.展开更多
基金supported by the Research Council of the University of Mazandaran,Iran
文摘A simple synthesis of highly functionalized 2,5-diaminofurans based pyrimidine derivatives from 1-（carboxymethyl）uracil via a multi-component reaction is described. The reactive 1：1 intermediate produced from the reaction of tert-butyl isocyanide and dialkyl acetylenedicarboxylates was trapped at room temperature by 1-（carboxymethyl）uracil derivatives to yield polyfunctio- nalized furan rings in fairly good yields.
基金supported by the President of the ChineseAcademy of Forestry Foundation (CAFYBB2008009)
文摘The title compound 2-amino-4-（4-hydroxy-3,5-dimethoxyphenyl）-5-methyl-6- phenyl nicotinonitrile, C21H19N3O3, was synthesized via four-component reactions between propiophenone, malononitrile, syringaldehyde and ammonium acetate in ethanol under reflux without catalyst and characterized by IR, 1H NMR, 13C NMR, MS, EA and single-crystal X-ray diffraction. Single-crystal X-ray diffraction analysis shows that the compound is of monoclinic system, space group P21/n with a = 8.4600（17）, b = 17.139（3）, c = 13.408（3） A, β= 107.06（3）°, V= 1858.6（6） A3, Z = 4, Mr = 361.39, F（000） = 760, μ（MoKa） = 0.088 mm^-1 Dc = 1.292 g/cm3, 2 = 0.71073 A, the final R = 0.0751 and wR = 0.0938 for 3333 observed reflections with I〉 2σ（I）. The crystal packing of the title compound is stabilized by intermolecular hydrogen bonds.
基金the Major Basic Research Project of the Natural Science Founda- tion of the Jiangsu Higher Education Institutions （No. 15KJA150006）, the Natural Science Foundation of Jiangsu Province （No. BK20131160）, a project fund from the Priority Academic Project Development of the Jiangsu Higher Education Institutions, the Foundation of the Key Laboratory of Organic Synthesis of Jiangsu Province （No. JSK1210） and the Jiangsu College Grad- uate Research and Innovation Project of the Jiangsu Province Department of Education （No. KYZZ 0336）.
文摘A simple and efficient one-pot procedure has been developed for the construction of pyrrolo[ 1,2-a]pyrimidines via the three-component domino reaction of 5-aminopyrazoles, acetylenedicarboxylates and malononitrile under catalyst-free, microwave irradiation conditions. The key step in this transformation is the N--N bond cleavage reac- tion of the 5-aminopyrazole substrate, which has been reported in this context for the first time in this study. The advantages of this protocol include readily available starting materials, short reaction times and good regioselectivity.
基金Research supported by the National Natural Science Foundation of China(21104064,21172188)Research Grant from the Innova-tion Project for Undergraduate of Jiangsu Province(2012JSSPIT3190)Undergraduate of School of Chemistry&Chemical Engineering(HXKY2D201202)
基金the financial support from the Research Council of Islamic Azad University,Mahshahr Branch
文摘Three-component reaction of arylsulfonamides,dialkyl acetylenedicarboxylates,and ethyl chlorooxoacetate promoted by triphenylphosphine and triethylamine provides a sufficient route for the synthesis of dialkyl N-（arylsulfonyl）-4-ethoxy-5-oxo-2,5-dihydro -1H-pyrolle-2,3-dicarboxylates in good yields.
基金financial support from the Research Council of Young Researchers and Elite Club,Yazd Branch,Islamic Azad University,Yazd,Iran and University of Science and Arts of Yazd,Iran
文摘Caffeine was applied as a green and natural catalyst for the one-pot,four-component sequential condensation between 2-hydroxy-1,4-naphthoquinone,aromatic 1,2-diamines,ammonium thiocyanate and acid chlorides in the presence of a basic ionic liquid（l-butyl-3-methylimidazolium hydroxide） to afford the corresponding benzo[a][1,3]oxazino[6,5-c]phenazine derivatives.In this one-pot transformation,five bonds and two new rings are efficiently formed.This protocol has the advantages of operational simplicity,high yields,easy workup,avoidance of hazardous or toxic catalysts and organic solvents and high chemo-and regioselectivities.
文摘A simple and fast three-component diastereoselective synthesis of biologically important spiro scaffold 4 was carried out in reasonable purity starting from readily available 1H-indole-2,3-dione 1, ethyl cyanoacetate 2 and 4-hydroxycoumarin 3 under microwave in high yield （88%-92%） and short time.
