Synthesis of benzofused cyclobutaoxepanones via intramolecular annulation of o-cinnamyl chalcones

2021 ◽  
Author(s):  
Meng-Yang Chang ◽  
Min-Chen Tsai
Keyword(s):  
High Yield ◽  
Reaction Conditions ◽  
One Pot

Baylis–Hillman type intramolecular stereoselective annulation of o-cinnamyloxy chalcones provides tricyclic benzofused cyclobutaoxepanones via two kinds of [2 + 2] cyclizations. Diversified reaction conditions have been investigated for one-pot facile, high-yield transformation.

An efficient multicomponent, one-pot synthesis of Betti bases catalyzed by cerium (IV) ammonium nitrate (CAN) at ambient temperature

2016 ◽  
Vol 5 (4) ◽  
Author(s):  
Ramadan Ahmed Mekheimer ◽  
Abdullah Mohamed Asiri ◽  
Afaf Mohamed Abdel Hameed ◽  
Reham R. Awed ◽  
Kamal Usef Sadek
Keyword(s):  
Ambient Temperature ◽  
Environmental Pollution ◽  
Ammonium Nitrate ◽  
Room Temperature ◽  
Catalytic Amount ◽  
High Yield ◽  
Reaction Conditions ◽  
One Pot ◽  
Work Up ◽  
Cerium Iv Ammonium Nitrate

AbstractStarting from readily available 2-naphthol, aldehydes, aryl and alkylamines, a variety of Betti bases were efficiently synthesized utilizing a catalytic amount of cerium (IV) ammonium nitrate (CAN) at room temperature. This protocol has advantages of high yield, mild reaction conditions, no environmental pollution, diversity of reactants and simple work up procedure.

scholarly journals Microwave Assisted One Pot Synthesis of 3,4-Dihydropyrano[c]chromene Derivatives using [Emim]OH Ionic Liquid as Novel Catalyst

2019 ◽  
Vol 31 (4) ◽  
pp. 829-833
Author(s):  
D.S. Bhagat ◽  
S.G. Pande ◽  
M.V. Katariya ◽  
R.P. Pawar ◽  
P.S. Kendrekar
Keyword(s):  
Ionic Liquid ◽  
Reaction Time ◽  
High Yield ◽  
Reaction Conditions ◽  
One Pot ◽  
Short Reaction Time ◽  
Aryl Aldehydes ◽  
Microwave Assisted ◽  
Novel Catalyst ◽  
Work Up

One-pot efficient protocol to the synthesis of 2-amino-5-oxo-4,5-dihydropyrano(3,2-c)chromene-3-carbonitrile derivatives via condensation of various aryl aldehydes, dicyanomethane and 4-hydroxycoumarin in presence of Emim hydroxide as an excellent homogeneous liquid catalyst. The key advantages of this methodology are mild reaction conditions, novel catalyst, short reaction time, eco-friendly, easy work-up procedure and high yield of isolation of derivatives.

Synthesis of 2-(2-Aminophenyl)-4-arylquinazoline Derivatives by Reaction of 2-Aminoarylbenzimidamides with Isatoic Anhydride

2009 ◽  
Vol 64 (8) ◽  
pp. 945-951 ◽  
Author(s):  
Kamal M. El-Shaieb ◽  
Peter G. Jones
Keyword(s):  
Single Crystal ◽  
Structure Analysis ◽  
High Yield ◽  
Isatoic Anhydride ◽  
Reaction Conditions ◽  
One Pot ◽  
X Ray ◽  
Neutral Reaction

A series of 2-(2-aminophenyl)-4-arylquinazoline derivatives (5a - j), with various 4-substituents, have been synthesized by one-pot cyclization in 66 - 79% yield by heating 2-aminoarylbenzimidamides 3a - j with isatoic anhydride (4). The high yield and simplified workup procedure, in addition to the neutral reaction conditions, are the main advantages of our approach. The structure of the product 5e was further confirmed by single-crystal X-ray structure analysis

scholarly journals One-Pot Green Synthesis of Some Novel N-Substituted 5-Amino-1,3,4- Thiadiazole Derivatives

2020 ◽  
Vol 17 (7) ◽  
pp. 517-522
Author(s):  
Azizollah Habibi ◽  
Sahar Khosravi ◽  
Seyyed M. Shahcheragh ◽  
Mohd B. Abdul Rahman
Keyword(s):  
Reaction Time ◽  
Green Synthesis ◽  
Spectroscopic Data ◽  
Barbituric Acid ◽  
High Yield ◽  
Reaction Conditions ◽  
One Pot ◽  
Three Component Reaction ◽  
Environmentally Safe ◽  
Thiadiazole Derivatives

In the current study, a green, one-pot, three-component reaction was performed to prepare novel N-substituted 5-amino-1,3,4-thiadiazole derivatives. The thiadiazoles were obtained from the reaction of a ketene S,S-acetal of Meldrum’s acid or barbituric acid (as key intermediates), hydrazine, and isothiocyanate. The key advantages of this manner include environmentally safe reactions, high yield, appropriate reaction time, simple reaction conditions, and use of a green reaction solvent. The structure of thiadiazoles was determined based on the spectroscopic data.

scholarly journals A Streptomyces venezuelae Cell-Free Toolkit for Synthetic Biology

2020 ◽  
Author(s):  
Simon J Moore ◽  
Hung-En Lai ◽  
Soo-Mei Chee ◽  
Ming Toh ◽  
Seth Coode ◽  
...  
Keyword(s):  
Synthetic Biology ◽  
Gene Clusters ◽  
Test Tube ◽  
High Yield ◽  
Proof Of Concept ◽  
Biosynthetic Gene Clusters ◽  
Reaction Conditions ◽  
One Pot ◽  
Free System ◽  
High Level

AbstractProkaryotic cell-free coupled transcription-translation (TX-TL) systems are emerging as a powerful tool to examine natural product biosynthetic pathways in a test-tube. The key advantages of this approach are the reduced experimental timescales and controlled reaction conditions. In order to realise this potential, specialised cell-free systems in organisms enriched for biosynthetic gene clusters, with strong protein production and well-characterised synthetic biology tools, is essential. The Streptomyces genus is a major source of natural products. To study enzymes and pathways from Streptomyces, we originally developed a homologous Streptomyces cell-free system to provide a native protein folding environment, a high G+C (%) tRNA pool and an active background metabolism. However, our initial yields were low (36 μg/mL) and showed a high level of batch-to-batch variation. Here, we present an updated high-yield and robust Streptomyces TX-TL protocol, reaching up to yields of 266 μg/mL of expressed recombinant protein. To complement this, we rapidly characterise a range of DNA parts with different reporters, express high G+C (%) biosynthetic genes and demonstrate an initial proof of concept for combined transcription, translation and biosynthesis of Streptomyces metabolic pathways in a single ‘one-pot’ reaction.

2-Phenyl-2,3-dihydrobenzo[d]thiazole: A Mild, Efficient, and Highly Active in situ Generated Chemoselective Reducing Agent for the One-Pot Synthesis of 5-Monoalkylbarbiturates in Water

Synlett ◽  
2017 ◽  
Vol 29 (04) ◽  
pp. 477-482 ◽  
Author(s):  
Dibakar Deka ◽  
Subarna Kalita
Keyword(s):  
Reducing Agent ◽  
High Yield ◽  
Purification Process ◽  
Reaction Conditions ◽  
One Pot ◽  
One Pot Synthesis ◽  
Highly Active ◽  
The One ◽  
Operational Simplicity

A metal- and catalyst-free reductive alkylation protocol for the one-pot synthesis of 5-monoalkylbarbiturates from barbituric acids and aldehydes using the in situ generated chemoselective reducing agent 2-phenyl-2,3-dihydrobenzo[d]thiazole from 2-aminothiophenol and benzaldehyde is described. The notable advantages of the protocol are operational simplicity, mild reaction conditions, high yield, short reaction time, and simple workup and purification process which make it highly attractive.

An Improved Synthesis of Urea Derivatives from N-Acylbenzotriazole via Curtius Rearrangement

Synthesis ◽  
2019 ◽  
Vol 51 (18) ◽  
pp. 3443-3450 ◽  
Author(s):  
Anoop S. Singh ◽  
Anand K. Agrahari ◽  
Sumit K. Singh ◽  
Mangal S. Yadav ◽  
Vinod K. Tiwari
Keyword(s):  
Reaction Time ◽  
Column Chromatography ◽  
High Yield ◽  
Reaction Conditions ◽  
One Pot ◽  
Urea Derivatives ◽  
Curtius Rearrangement ◽  
Short Reaction Time ◽  
Metal Free ◽  
Salient Features

The good leaving tendency of the benzotriazole moiety has been exploited for the synthesis of symmetric, unsymmetric, N-acyl, and cyclic ureas in good yields from N-acylbenzotriazoles by treating the latter with various amines in the presence of TMSN3/Et3N in a sealed tube. The salient features of the devised protocol includes the high-yield, mild, metal-free, one-pot reaction conditions, and short reaction time. Furthermore, in many cases, no column chromatography is required for the purification.

Stepwise synthesis of chitooligosaccharides through a transition-state analogue substrate catalyzed by mutants of chitinase A1 from Bacillus circulans WL-12

Holzforschung ◽  
2006 ◽  
Vol 60 (5) ◽  
pp. 485-491 ◽  
Author(s):  
Michinari Kohri ◽  
Atsushi Kobayashi ◽  
Masato Noguchi ◽  
Shin-ichi Kawaida ◽  
Takeshi Watanabe ◽  
...  
Keyword(s):  
Hydrolytic Activity ◽  
Site Directed Mutagenesis ◽  
Bacillus Circulans ◽  
High Yield ◽  
Wild Type ◽  
Reaction Conditions ◽  
One Pot ◽  
Stepwise Synthesis ◽  
Transition State Analogue ◽  
Combined Use

Abstract Several mutants of chitinase A1 from Bacillus circulans WL-12 have been prepared by site-directed mutagenesis of tryptophan 433. The hydrolytic activity of these mutants toward p-nitrophenyl chitobioside was lower than that of wild-type chitinase A1. The mutants were found to catalyze the transglycosylation reaction of the 1,2-oxazoline derivative of N-acetyllactosamine (Gal-GlcNAc-oxa) to N,N′′-diacetylchitobiose (GlcNAc-GlcNAc), giving rise to a transglycosylated tetrasaccharide product (Gal-GlcNAc-GlcNAc-GlcNAc) in high yield. Based on these results, a one-pot synthesis of chitooligosaccharides by combined use of mutant W433Y and β-galactosidase has been demonstrated. By controlling the reaction conditions, chitotriose and chitotetraose were obtained in 74% and 40% yield (determined by HPLC), respectively, without isolating any intermediate products.

Highly Efficient and Reusable Pd/AlO(OH) Catalyzed Synthesis of Acridinedione Derivatives

2019 ◽  
Vol 6 (3) ◽  
pp. 257-265
Author(s):  
Benan Kilbas ◽  
Sinem Ergen ◽  
Davut Cakici
Keyword(s):  
Biological Activities ◽  
Reaction Medium ◽  
High Yield ◽  
Reaction Conditions ◽  
One Pot ◽  
Highly Active ◽  
Heterogenous Catalyst ◽  
Ultrasound System ◽  
High Yields ◽  
Temperature Time

Background: Synthesis of acridinedione derivatives via one-pot multi-component approaches using highly active and reusable Pd/AlO(OH) heterogenous catalyst was studied. This process provided a convenient method to obtain various acridinediones with potential biological activities. The reactions were performed in mild conditions such as low temperature and short reaction time with desirable yields. Methods: Commercially available Pd/AlO(OH) nanoparticles characterized by XRD and SEM methods were afforded for the synthesis of acridinedione derivatives with high yields. Crude products were analyzed by GC and 1H NMR. The reactions were completed within 1h at 40°C by the assistance of ultrasound system. Results: Optimization of reaction conditions is of critical case for successful synthesis. Solvent, temperature, time and amount of catalyst were studied. At the end of the experiments, the synthesis of 1 mmol of acridinedione was optimized by using 25 mg of Pd/AlO(OH) NPs, 3 ml of DMF for 60 min at 40°C in the ultrasound system. An experimental work to check the reusability of the catalyst was also studied. Pd/Al(O)OH catalyst in the first run was higher than that of the reused catalyst in the fifth run. ICP-OES analyses showed palladium leaching into the reaction medium was only 1.1% which is negligible. Nanocatalyst employed a high activity and good reusability. Conclusion: A convenient and versatile method was developed for the synthesis of acridinediones in a mild condition with absolute conversion and high yield using ultrasound system in the presence of nanocatalyst.

The Efficient Synthesis of 1,3-Diallyloxy-2-Propanol without Solvent

2011 ◽  
Vol 311-313 ◽  
pp. 2106-2109
Author(s):  
Xi Mei Liu ◽  
Yu Hu ◽  
Li Hua Feng
Keyword(s):  
Allyl Alcohol ◽  
Large Scale ◽  
Room Temperature ◽  
Low Cost ◽  
High Yield ◽  
Scale Production ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Large Scale Production

An efficient and practical protocol for the preparation of 1,3-diallyloxy-2-propanol has been developed by one-pot reaction between epichlorohydrin and allyl alcohol in the presence of KOH without solvent at room temperature. This preliminary approach provides an environmentally-friendly synthetic route to 1,3-diallyloxy-2-propanol with many advantages, i. e., low cost, high yield, easy purification, mild reaction conditions, and large scale production.

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