scholarly journals One-Pot Green Method for the Synthesis of Oxazine Derivatives Under Aqueous Medium

2020 ◽  
pp. 332-339
Author(s):  
Santosh R. Kshirsagar ◽  
Ashok S. Pise ◽  
Sagar I. Shinde ◽  
Sandip P. Gondake ◽  
Valmik S. Kapase
Keyword(s):  
Polyphosphoric Acid ◽  
One Pot ◽  
Green Catalyst ◽  
Multicomponent Condensation ◽  
Reaction Proceeds ◽  
High Yields ◽  
Aqueous Conditions ◽  
Harmful Effects ◽  
Environmentally Friendly Method ◽  
Oxazine Derivatives

A simple, convenient, and environmentally friendly method for the synthesis of 1,3-oxazine derivatives has been developed under aqueous conditions. The reaction proceeds via one pot multicomponent condensation of ? or ?- naphthol, aromatic aniline and formaldehyde using polyphosphoric acid as green catalyst. The current protocols are simple, requires less reaction time and provides high yields. Non-polluting synthetic procedures are used to avoid harmful effects of organic solvents on the environment.

Highly Selective One-Pot Synthesis of Polysubstituted Isoflavanes using Styryl Ethers and Electron-Withdrawing ortho-Quinone Methides Generated In Situ

Synlett ◽  
2018 ◽  
Vol 30 (02) ◽  
pp. 189-192 ◽  
Author(s):  
Yujiro Hoshino ◽  
Kiyoshi Honda ◽  
Kenta Tanaka ◽  
Mami Kishimoto ◽  
Naoya Ohtsuka ◽  
...  
Keyword(s):  
Biologically Active ◽  
Quinone Methides ◽  
One Pot ◽  
One Pot Synthesis ◽  
Reaction Proceeds ◽  
Acidic Conditions ◽  
High Yields

A highly selective one-pot synthesis of polysubstituted isoflavanes has been developed. The reaction proceeds through the cycloaddition of methyl styryl ethers, derived from phenylacetaldehyde dimethyl acetals under acidic conditions, with electron-withdrawing ortho-quinone methides generated in situ. When phenylacetaldehyde dimethyl acetals were reacted with salicylaldehydes, the reaction proceeded smoothly to afford the corresponding isoflavanes stereoselectively in high yields and with excellent regioselectivities. The present reaction provides versatile access to functionalized isoflavanes, and constitutes a useful tool for the synthesis of biologically active molecules.

Concise Synthesis of Tryptanthrin Spiro Analogues with In Vitro Antitumor Activity Based on One-Pot, Three-Component 1,3-Dipolar Cycloaddition of Azomethine Ylides to Сyclopropenes

Synthesis ◽  
2018 ◽  
Vol 51 (03) ◽  
pp. 713-729 ◽  
Author(s):  
Vitali Boitsov ◽  
Alexander Stepakov ◽  
Alexander Filatov ◽  
Nickolay Knyazev ◽  
Stanislav Shmakov ◽  
...  
Keyword(s):  
Antitumor Activity ◽  
Azomethine Ylides ◽  
Azomethine Ylide ◽  
Dipolar Cycloaddition ◽  
One Pot ◽  
Economic Method ◽  
Reaction Proceeds ◽  
High Yields

A simple, efficient and atom-economic method has been developed for the synthesis of complex alkaloid-like compounds with spiro-fused indolo[2,1-b]quinazoline and cyclopropa[a]pyrrolizine or 3-azabicyclo[3.1.0]hexane moieties. We have found that one-pot, three-component 1,3-dipolar cycloaddition reactions allow the desired products to be obtained from various cyclopropene derivatives with tryptanthrin-derived azomethine ylides generated in situ, in good to high yields and excellent diastereoselectivity. The possibility of ylide generation was exemplified by using α-amino acids (l-proline, l-4-thiazolidincarboxylic acid) and simplest peptides (dipeptide Gly-Gly, tripeptide Gly-Gly-Gly). Quantum chemical investigations indicate that the reaction proceeds through the S-shaped azomethine ylide, the interaction of which with cyclopropenes proceeds via a less sterically hindered endo-transition state. The antitumor activity of some of spiro-tryptanthrin derivatives against erythroleukemia (K562), cervical carcinoma (HeLa) and colon carcinoma (CT26) cell lines was evaluated in vitro by MTS-assay.

One-Pot Sequential Multistep Transformation of α,β-Unsaturated Trifluoromethyl Ketones: Facile Synthesis of Trifluoromethylated 2-Pyridones

Synlett ◽  
2019 ◽  
Vol 30 (05) ◽  
pp. 605-609 ◽  
Author(s):  
Fa-Guang Zhang ◽  
Jun-An Ma ◽  
Ning Lv ◽  
Yi-Qiang Tian
Keyword(s):  
Facile Synthesis ◽  
One Pot ◽  
Good Efficiency ◽  
Trifluoromethyl Ketones ◽  
Mild Conditions ◽  
Efficient Access ◽  
Reaction Proceeds ◽  
High Yields ◽  
Unsaturated Trifluoromethyl Ketones

A one-pot transformation of α,β-unsaturated trifluoromethyl ketones with 2-(phenylsulfinyl)acetamide to give trifluoromethylated 2-pyridones is realized. The reaction proceeds under mild conditions and involves multiple steps in an expeditious and controlled sequence to provide efficient access to a broad range of trifluoromethylated 2-pyridones in moderate to high yields. Moreover, further synthetic manipulations permit the routine synthesis of a diverse array of trifluoromethylated pyridines with good efficiency.

DABCO as a green catalyst for the synthesis of pyranoquinoline derivatives

2017 ◽  
Vol 95 (5) ◽  
pp. 601-604 ◽  
Author(s):  
Ramin Ghorbani-Vaghei ◽  
Farid Rahmatpour ◽  
Narges Sarmast ◽  
Jafar Mahmoudi ◽  
Azadeh Shahriari
Keyword(s):  
One Pot ◽  
Green Catalyst ◽  
One Pot Synthesis ◽  
Convenient Synthesis ◽  
High Yields

In this study, a rapid and convenient synthesis of quinolines was developed. The reaction involves a one-pot synthesis of pyranoquinoline derivatives from aldehyde, malonitrile, and 8-hydroxyquinoline using DABCO as a catalyst at 80 °C in H2O/EtOH as the solvent in good to high yields.

One-pot synthesis of 2-amino-3-cyano-4-arylsubstituted tetrahydrobenzo[b]pyrans catalysed by silica gel-supported polyphosphoric acid (PPA-SiO2) as an efficient and reusable catalyst

2011 ◽  
Vol 65 (5) ◽  
Author(s):  
Abolghasem Davoodnia ◽  
Sadegh Allameh ◽  
Samineh Fazli ◽  
Niloofar Tavakoli-Hoseini
Keyword(s):  
Reaction Time ◽  
Silica Gel ◽  
Convenient Method ◽  
Polyphosphoric Acid ◽  
Simple Procedure ◽  
Reusable Catalyst ◽  
One Pot ◽  
Short Reaction Time ◽  
Aryl Aldehydes ◽  
High Yields

AbstractA convenient method for the synthesis of tetrahydrobenzo[b]pyrans by a one-pot three-component cyclocondensation of dimedone, aryl aldehydes, and malononitrile in water using silica gel-supported polyphosphoric acid (PPA-SiO2) as an efficient and reusable catalyst is described. The present methodology offers several advantages, such as a simple procedure with ease of handling, short reaction time, high yields, and the absence of any volatile and hazardous organic solvents.

scholarly journals Synthesis of functionalized bicyclic pyridones containing dithiocarbamate group using thioazlactones, diamines and nitroketene dithioacetal

SynOpen ◽  
2021 ◽  
Author(s):  
Marziyeh Saeedi ◽  
maryam khoshdoun ◽  
Salman Taheri ◽  
Azim Ziyaei Halimehjani ◽  
Aliasghar Mohammadi ◽  
...  
Keyword(s):  
Alkylation Reaction ◽  
X Ray Diffraction ◽  
One Pot ◽  
Three Component Reaction ◽  
Reaction Proceeds ◽  
Ketene Dithioacetal ◽  
Ft Ir ◽  
High Yields ◽  
Nitro Ketene Dithioacetal ◽  
Dithiocarbamate Group

An efficient method for the synthesis of highly substituted bicyclic pyridone derivatives containing dithiocarbamate group is reported via a one-pot three-component reaction of 2-(alkylthio) thioazlactones, diamines and nitro ketene dithioacetal in EtOH under catalyst-free conditions. The reaction proceeds via a domino amidation/intramolecular 1,4-addition-type Friedel-Crafts alkylation reaction to afford the corresponding fused bicyclic pyridones with high yields and diastereselectively. The desired products are fully characterized by FT-IR, 1H and 13CNMR, CHN and single crystal X-ray diffraction analyses.

scholarly journals AN EFFICIENT, GREEN, CATALYST FREE SYNTHESIS AND CRYSTALLOGRAPHIC STUDY OF BENZO-4H-PYRANS IN AQUEOUS MEDIUM

2019 ◽  
Vol 9 (4-A) ◽  
pp. 280-289
Author(s):  
SEKAR SILAMBU SILAMBARASAN ◽  
A. Jamal Abdul Nasser
Keyword(s):  
Single Crystal ◽  
Aqueous Medium ◽  
Michael Addition ◽  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
Monoclinic Space Group ◽  
One Pot ◽  
Green Catalyst ◽  
Space Group ◽  
High Yields

A highly efficient and environmentally benign for the synthesis a of 2-amino-7-hydroxy-4-aryl-4H-chromene-3-carbonitrile derivatives (4a-n) in good to high yields (90%-97%) by one-pot three-component Michael addition reaction of malononitrile, aromatic aldehydes and resorcinol under reflux condition was developed in aqueous medium. Single crystal X-ray studies show that 4h crystallizes in the formula C22H15Cl2N2O2, Mr=410.26, Monoclinic, Space group P2(1)/c, a=12.753(9)Å, b=6.665(4)Å, c=24.050(14) Å, β=102.95(3)A° and 4i C16H10Cl2N2O2, Mr=333.16, Triclinic, Space group P-1, a=6.271(3)Å, b=18.697(5)Å, c =13.794(7) Å,  β =94.269(17)A°. The structure of the products were further confirmed by 1H NMR, 13C NMR, IR and Mass spectrum. Keywords: Benzopyrans, malononitrile, resorcinol, Michael addition, water mediated synthesis, single crystal XRD

Convenient one-pot multicomponent strategy for the synthesis of 6-pyrrolylpyrimidines

RSC Advances ◽  
2014 ◽  
Vol 4 (56) ◽  
pp. 29493-29501 ◽  
Author(s):  
Pandi Dhanalakshmi ◽  
Sivakumar Shanmugam
Keyword(s):  
One Pot ◽  
Easy Method ◽  
Guanidine Nitrate ◽  
Reaction Proceeds ◽  
Methyl Isocyanide ◽  
High Yields

An easy method to construct diheteroaryls from α-aroylidineketene dithioacetals 2 in a multicomponent fashion. The reaction proceeds with high chemo/regioselectivity to give 4-alkoxy-6-(4-aryl-1H-pyrrol-3-yl)pyrimidin-2-amines in high yields by reacting 2 with p-tolylsulfonyl)methyl isocyanide 3 (TosMIC), guanidine nitrate 5 and alcohol in the presence of NaH/THF via cycloaddition.

scholarly journals Multicomponent Reactions, Solvent-Free Synthesis of 2-Amino-4-aryl-6-substituted Pyridine-3,5-dicarbonitrile Derivatives, and Corrosion Inhibitors Evaluation

2018 ◽  
Vol 2018 ◽  
pp. 1-9 ◽  
Author(s):  
Naglaa F. H. Mahmoud ◽  
Ahmed El-Sewedy
Keyword(s):  
Aromatic Aldehydes ◽  
Primary Amines ◽  
One Pot ◽  
Multicomponent Condensation ◽  
Wide Range ◽  
Elemental Analyses ◽  
High Yields ◽  
New Compounds ◽  
First Time ◽  
Solvent Free Synthesis

A number of 2-amino-4-aryl-6-substituted pyridine-3,5-dicarbonitrile derivatives were synthesized via one-pot multicomponent condensation reactions of different aromatic aldehydes with malononitrile and different primary amines, using different molecular ratios and different reaction conditions to achieve considerable product yields. Moreover, we succeed, for the first time to develop a new method to synthesize the aforementioned under the fusion condition without using solvent and catalysts. With this method, a wide range of novel 2-amino-3,5-dicyano-4-aryl-6-substituted aminopyridine derivatives were synthesized with high yields and board substrate of functional groups. The synthesized pyridine derivatives were found to have a corrosion inhibition efficiency, the rate of which increased with the increasing concentration of the derivatives. The structures of the new compounds were elucidated by spectroscopic data and elemental analyses.

Silica Nanoparticles from Rice Husk Ash: A Green Catalyst for the One-Pot Three-Component Synthesis of Benzo[B]Furan Derivatives

2014 ◽  
Vol 875-877 ◽  
pp. 202-207 ◽  
Author(s):  
Ali Ramazani ◽  
Morteza Rouhani ◽  
Sang Woo Joo
Keyword(s):  
Silica Nanoparticles ◽  
Rice Husk ◽  
Room Temperature ◽  
Rice Husk Ash ◽  
One Pot ◽  
Furan Derivatives ◽  
Green Catalyst ◽  
Iminium Ion ◽  
The One ◽  
High Yields

Reaction of an isocyanide with an iminium ion intermediate, formed by reaction between an electronpoor 2-hydroxybenzaldehyde derivative and a secondary amine in the presence of silica nanoparticles proceeds smoothly at room temperature to afford benzo [b] furan derivatives in high yields.

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