Efficient Synthesis of Arylaldehyde Oxime Ethers Functionalised with 3,4-dihydropyrimidinones and 2,5-quinazolinediones via a One-pot Two-step Method

2013 ◽  
Vol 37 (1) ◽  
pp. 30-33 ◽  
Author(s):  
Zheng-Jun Quan ◽  
Xue-Hong Tang ◽  
Yu-Xia Da ◽  
Zhang Zhang ◽  
Xi-Cun Wang
Keyword(s):  
Simple Procedure ◽  
Efficient Synthesis ◽  
Step Method ◽  
Reaction Conditions ◽  
One Pot

New arylahdehyde oxime ethers functionalised with N3-3,4-dihydropyrimidinone and 2,5-quinazolinedione groups were synthesised in moderate to good yields by the reaction of the corresponding 3,4-dihydropyrimidinones and quinazolinediones with paraformaldehyde and arylaldehyde oximes via a one-pot two-step strategy in the presence of chlorotrimethylsilane. The advantages of this method are the simple procedure, the high regioselectivity of the products and the mild reaction conditions.

Nanofibre Sepiolite Catalyzed Green and Rapid Synthesis of 2-Amino-4H-chromene Derivatives

2018 ◽  
Vol 71 (1) ◽  
pp. 32 ◽  
Author(s):  
Arezou Mohammadinezhad ◽  
Batool Akhlaghinia
Keyword(s):  
Column Chromatography ◽  
Present Method ◽  
Simple Procedure ◽  
Reaction Times ◽  
Significant Decline ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
Rapid Synthesis ◽  
One Pot ◽  
Highly Efficient

Nanofibre sepiolite catalyzed the rapid, clean, and highly efficient synthesis of 2-amino-4H-chromene derivatives by a one-pot, three-component condensation of a series of aldehydes, various enolizable C–H bonds (such as dimedone, α-naphthol, resorcinol, and 4-hydroxy-2H-chromen-2-one), and malononitrile in a mixture of water/ethanol. The present method offers several advantages such as high to excellent yields, short reaction times, mild reaction conditions, simple procedure, use of inexpensive, non-toxic, and naturally available catalyst, easy isolation of the products, and no need for column chromatography. The catalyst could be easily separated from the reaction mixture and can be reused for many consecutive trials without a significant decline in its reactivity.

Visible-Light Photoredox-Catalyzed Cascade Reaction for the Synthesis of Pyrrolo[2,1-a]isoquinoline-Substituted Phosphonates

Synthesis ◽  
2018 ◽  
Vol 51 (02) ◽  
pp. 522-529 ◽  
Author(s):  
Deqing Shi ◽  
Lingna Wang ◽  
Tiancong Ma ◽  
Mingming Qiao ◽  
Qiangxian Wu ◽  
...  
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Cascade Reaction ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Oxidative Aromatization ◽  
Activated Olefins ◽  
Catalyzed Oxidation

A visible-light photoredox-catalyzed oxidation/[3+2] cycloaddition/oxidative aromatization cascade reaction of [(3,4-dihydroisoquinolin-2(1H)-yl)methyl]phosphonates and activated olefins or alkynes for the efficient synthesis of potentially biological active pyrrolo[2,1-a]isoquinoline-substituted phosphonates was developed. This transformation features mild reaction conditions (i.e., visible light irradiation, room temperature), molecular oxygen (O2) as a green oxidant, simple ‘one-pot’ operation.

A one-pot synthesis of 2,2′-disubstituted diindolylmethanes (DIMs) via a sequential Sonogashira coupling and cycloisomerization/C3-functionalization of 2-iodoanilines

2017 ◽  
Vol 15 (33) ◽  
pp. 6997-7007 ◽  
Author(s):  
Anirban Kayet ◽  
Vinod K. Singh
Keyword(s):  
Sonogashira Coupling ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Highly Efficient ◽  
One Pot Synthesis

Pd(ii)–Ag(i) catalysed, highly efficient synthesis of diindolylmethanes under mild reaction conditions, with six new bonds being formed in a one-pot fashion, and the products being transformed into synthetically useful compounds.

scholarly journals One-Step Synthesis of Acylboron Compounds via Cu-Catalyzed Carbonylative Borylation of Alkyl Halides

2020 ◽  
Author(s):  
Cheng Li-Jie ◽  
Zhao Siling ◽  
Neal Mankad
Keyword(s):  
Alkyl Halides ◽  
Efficient Synthesis ◽  
Mechanistic Studies ◽  
Acyl Halide ◽  
Reaction Conditions ◽  
One Pot ◽  
One Step ◽  
High Yields ◽  
Tertiary Alkyl

A Cu-catalyzed carbonylative borylation of unactivated alkyl halides has been developed, enabling efficient synthesis of aliphatic potassium acyltrifluoroborates (KATs) in high yields by treating the in-situ formed tetracoordinated acylboron intermediates with aqueous KHF2. A variety of functional groups are tolerated under the mild reaction conditions, and primary, secondary and tertiary alkyl halides are all applicable. In addition, this method also provides facile access to N-methyliminodiacetyl (MIDA) acylboronates as well as α-methylated potassium acyltrifluoroborates in a one-pot manner. Mechanistic studies indicate a radical atom transfer carbonylation (ATC) mechanism to form acyl halide intermediates that are subsequently borylated by (NHC)CuBpin.<br>

Straightforward and Expeditious One-Pot Tandem Synthesis of 3,5-Diaryl-1,2,4-Selenadiazoles from Aryl Nitriles

Synthesis ◽  
2019 ◽  
Vol 51 (22) ◽  
pp. 4279-4283
Author(s):  
Sahar Majnooni ◽  
Zainab Almansaf ◽  
Miu Tsuji ◽  
Ahmad R. Khosropour ◽  
Hassan Zali-Boeini ◽  
...  
Keyword(s):  
Efficient Synthesis ◽  
Oxidative Dimerization ◽  
Reaction Conditions ◽  
One Pot ◽  
Aryl Nitriles ◽  
Dimerization Reaction ◽  
Tandem Synthesis ◽  
Operational Simplicity

A one-pot process for the efficient synthesis of 3,5-diaryl-1,2,4-selenadiazoles from aryl nitriles has been developed. This tandem transformation was performed in excellent yields (91–98%) via in situ selenoamidation and a subsequent oxidative dimerization reaction. This method features relatively mild reaction conditions, operational simplicity, straightforward separation of the products, and the utilization of inexpensive reagents.

scholarly journals One-pot, three-component synthesis of pyrrolo[2,3-d]pyrimidine derivatives

2018 ◽  
Vol 62 (1) ◽  
Author(s):  
Jabbar Khalafy ◽  
Ramin Javahershenas
Keyword(s):  
Simple Procedure ◽  
Reaction Times ◽  
Pyrimidine Derivatives ◽  
Reaction Conditions ◽  
One Pot ◽  
General Applicability ◽  
Green Approach ◽  
Three Component Reaction ◽  
High Yields ◽  
Work Up

<p>A green approach for the synthesis of polyfunctionalized pyrrolo[2,3-<em>d</em>]pyrimidine derivatives was successfully achieved by a one-pot, three-component reaction of arylglyoxals, 6-amino-1,3-dimethyluracil and barbituric acid derivatives in the presence of tetra-<em>n</em>-butylammonium bromide (TBAB) (5 mol%) as the catalyst in ethanol at 50 °C. This protocol has many advantages such as high yields (73-95%), green and simple procedure, short reaction times, easy work-up, mild reaction conditions and general applicability.</p>

scholarly journals Efficient synthesis of dihydropyrimidinones via a three-component Biginelli-type reaction of urea, alkylaldehyde and arylaldehyde

2013 ◽  
Vol 9 ◽  
pp. 2846-2851 ◽  
Author(s):  
Haijun Qu ◽  
Xuejian Li ◽  
Fan Mo ◽  
Xufeng Lin
Keyword(s):  
Molecular Iodine ◽  
Tandem Reaction ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Type Reaction ◽  
Reaction Proceeds ◽  
Phosphoric Acids ◽  
Substituted Urea

A one-pot three-component synthesis of dihydropyrimidinones via a molecular iodine-catalyzed tandem reaction of simple readily available mono-substituted urea, alkylaldehyde, and arylaldehyde has been developed. The reaction proceeds with high chemo- and regioselectivity to give highly diverse dihydropyrimidinones in reasonable yields under mild reaction conditions. Moreover, the first catalytic enantioselective version of this reaction was also realized by using chiral spirocyclic SPINOL-phosphoric acids.

A Simple and efficient Synthesis of 3,4-Dihydropyrimidin-2-Ones catalysed by Amidosulfonic Acid

2002 ◽  
Vol 2002 (1) ◽  
pp. 37-39 ◽  
Author(s):  
Tongshou Jin ◽  
Suling Zhang ◽  
Suyun Zhang ◽  
Junjie Guo ◽  
Tongshuang Li
Keyword(s):  
Biginelli Reaction ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
The One ◽  
Better Than

A general and practical route for the synthesis of dihydropyrimidines by the one-pot cyclocondensation of aldehydes, β-ketoesters and urea is described using NH2SO3H as catalyst. Yields and selectivities are significantly better than under classical Biginelli reaction conditions.

Potassium phthalimide-catalysed one-pot multi-component reaction for efficient synthesis of amino-benzochromenes in aqueous media

2014 ◽  
Vol 68 (8) ◽  
Author(s):  
Hamzeh Kiyani ◽  
Fatemeh Ghorbani
Keyword(s):  
Organic Solvent ◽  
Aqueous Media ◽  
Ethyl Cyanoacetate ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
High Yields

Abstract2-Amino-4-aryl-4H-benzo[h]chromenes and 3-amino-1-aryl-1H-benzo[f]chromenes were prepared by treating cyano-methylene compounds (malononitrile or ethyl cyanoacetate), substituted aromatic aldehydes, and naphtholic compounds in the presence of potassium phthalimide as a green, mild, efficient, and commercially available organocatalyst in aqueous media. The procedure was readily conducted and affords remarkable advantages such as safety, short reaction times, environmentally benign milder reaction conditions, no organic solvent required, and high yields.

Synthesis of New 5-amino-7-(aryl)-1,2,3,7-tetrahydro-8-nitroimidazo[1,2-a]pyridine- 6-carboxamide and 6-amino-2,3,4,8-tetrahydro-9-nitro-8-(aryl)-1H-pyrido[1,2- a]pyrimidine-7-carboxamide Derivatives

2018 ◽  
Vol 15 (7) ◽  
pp. 982-988 ◽  
Author(s):  
Fahimeh S. Hosseini ◽  
Mohammad Bayat
Keyword(s):  
Aromatic Aldehydes ◽  
Chromatographic Technique ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
Reaction Conditions ◽  
One Pot ◽  
Synthetic Routes ◽  
High Yields ◽  
Work Up ◽  
Optimal Reaction

Aim and Objectives: Development of simple synthetic routes for widely used organic compounds from readily available reagents is one of the major tasks in organic chemistry. Therefore, new approaches for increasing the molecular diversity of simple starting materials, are needed. Herein, an efficient synthesis of imidazo[1,2-a]pyridine, pyrido[1,2-a]pyrimidine and pyrido[1,2-a][1,3]diazepine derivatives is described. Materials and Methods: A one-pot, multi-component reaction of nitro ketene aminal derived from the addition of various 1,n-diamines to 1,1-bis(methylthio)-2-nitroethene with cyanoacetamide and aromatic aldehydes is described. The reactions are completed within 2-5 h, in ethanol at reflux, in good to high yields (70-93%). The structures of products were deduced from their IR, mass, 1H NMR, and 13C NMR spectra. Results: Optimal reaction conditions for the synthesis of products were obtained, when ethanol was used as the solvent at reflux. This protocol involves Michael reaction, imine–enamine tautomerization, and cyclization sequences. Conclusion: This work represents an efficient synthesis of imidazo[1,2-a]pyridine, pyrido[1,2-a]pyrimidine and pyrido[1,2-a][1,3]diazepine derivatives via a one-pot, multi-component reaction. The advantages of this protocol are mild conditions, easy accessibility of reactants, absence of catalyst, high atom economy, simple work-up and purification process with no chromatographic technique.

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