scholarly journals Unconventional application of the Mitsunobu reaction: Selective flavonolignan dehydration yielding hydnocarpins

2016 ◽  
Vol 12 ◽  
pp. 662-669 ◽  
Author(s):  
Guozheng Huang ◽  
Simon Schramm ◽  
Jörg Heilmann ◽  
David Biedermann ◽  
Vladimír Křen ◽  
...  
Keyword(s):  
Mitsunobu Reaction ◽  
Synthetic Method ◽  
One Pot ◽  
Selective Esterification ◽  
C 23 ◽  
High Yields

Various Mitsunobu conditions were investigated for a series of flavonolignans (silybin A, silybin B, isosilybin A, and silychristin A) to achieve either selective esterification in position C-23 or dehydration in a one-pot reaction yielding the biologically important enantiomers of hydnocarpin D, hydnocarpin and isohydnocarpin, respectively. This represents the only one-pot semi-synthetic method to access these flavonolignans in high yields.

scholarly journals One Pot Synthetic Method of New Keto Diphenyl Selenide Compounds

2010 ◽  
Vol 7 (s1) ◽  
pp. S143-S150 ◽  
Author(s):  
Youcef Mechehoud ◽  
F. Benayache ◽  
S. Benayache ◽  
P. Mosset
Keyword(s):  
Spectral Analysis ◽  
Aluminum Chloride ◽  
Methylene Chloride ◽  
Acyl Chloride ◽  
Synthetic Method ◽  
Anhydrous Aluminum Chloride ◽  
One Pot ◽  
High Yields

A series of hitherto unreported mono- and di-keto diphenyl selenides have been efficiently synthesized in high yields by treatment of diphenyl selenide (1) with appropriately substituted acyl chloride using anhydrous aluminum chloride as catalyst and methylene chloride as solvent. The structures of the synthesized compounds have been confirmed by elemental and spectral analysis.

An Efficient Synthesis of 3,4-Dihydorpymidine(1H)-(thio)-Ones Catalyzed by Novel SO3H-Functionalized Ionic Liquids under Ultrasound Irradiation and Solvent Free Conditions

2012 ◽  
Vol 531 ◽  
pp. 428-431 ◽  
Author(s):  
Bai Lin Li ◽  
Chang Hua Ge ◽  
An Guo Ying
Keyword(s):  
Ionic Liquids ◽  
Reaction Times ◽  
Ultrasound Irradiation ◽  
Synthetic Method ◽  
Efficient Synthesis ◽  
One Pot ◽  
Solvent Free Conditions ◽  
The One ◽  
High Yields ◽  
Biginelli Condensation

Novel SO3H-functionalized ionic liquids were successfully applied as catalysts for the one-pot three component Biginelli condensation under ultrasound irradiation without solvent. Various types of 3,4-dihydorpymidine(1H)-(thio)-ones were provided in 84-98% yields and conveniently separated from the reaction mixture by filtration, the dissolved catalyst could be reused with simple treatment. This novel synthetic method is especially favoured because it provides a synergy between ionic liquids and ultrasound irradiation which offers the advantages of high yields, short reaction times, simplicity, and easy workup compared to the conventional methods reported in the literature

Microwave-assisted synthesis of porphyrins and metalloporphyrins: a rapid and efficient synthetic method

2007 ◽  
Vol 11 (02) ◽  
pp. 77-84 ◽  
Author(s):  
Bruno F. O. Nascimento ◽  
Marta Pineiro ◽  
António M. d'A. Rocha Gonsalves ◽  
Manuela Ramos Silva ◽  
Ana Matos Beja ◽  
...  
Keyword(s):  
Transition Metals ◽  
Reaction Times ◽  
Microwave Assisted Synthesis ◽  
Synthetic Method ◽  
One Pot ◽  
Microwave Assisted ◽  
Experimental Protocols ◽  
Porphyrin Core ◽  
High Yields

The effective 'one-pot' microwave-assisted synthesis of several substituted 5,10,15,20-tetraarylporphyrins is reported. The microwave-assisted insertion of five different transition metals into the 5,10,15,20-tetraphenylporphyrin, 5,10,15,20-tetrakis(4-chlorophenyl)porphyrin and 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin core was also achieved with high yields. In addition to their simplicity, both these straightforward, experimental protocols were also characterized by extremely short reaction times and quite small quantities of solvents employed.

scholarly journals Multicomponent synthesis and investigations fluorescence activity of chromenone –pyrazole compounds

2021 ◽  
Author(s):  
Ghodsi Mohammadi Ziarani ◽  
Shirin Mohammadsaeed ◽  
Alireza Badiei ◽  
Jahan B. Ghasemi
Keyword(s):  
Medical Science ◽  
Synthetic Method ◽  
Mercury Ions ◽  
Multicomponent Synthesis ◽  
Compound I ◽  
One Pot ◽  
Short Reaction Time ◽  
Tiny Amount ◽  
High Yields ◽  
Work Up

Abstract A synthetic method is described to produce some chromenone-pyrazole derivatives through a one-pot multicomponent reaction using SrFe12O19 as a magnetic catalyst. This method provides quite a few merits, including the use of an effective and easy separable nanocatalyst, high yields of products, short reaction time, and easy work-up. Two of the products showed fluorescence properties, which have detected mercury ions without any interference with other ions. They can detect a tiny amount of mercury ions, which were comparable with other chemosensors. The detection limit is 4×10− 7 and 3×10− 8 M, respectively, for the compound I and II, respectively, which were considered very low amounts. The effect of mercury on health and environmental pollution is essential in medical science.

An Expeditious One-Pot Three-Component Synthesis of 4-Aryl-3,4-dihydrobenzo[g] quinoline-2,5,10(1H)-triones under Green Conditions

2020 ◽  
Vol 23 (23) ◽  
pp. 2626-2634
Author(s):  
Saiedeh Kamalifar ◽  
Hamzeh Kiyani
Keyword(s):  
Reaction Medium ◽  
Meldrum's Acid ◽  
Meldrum’S Acid ◽  
One Pot ◽  
One Pot Synthesis ◽  
Substituted Benzaldehydes ◽  
High Yields ◽  
First Time ◽  
Green Conditions

: An efficient and facial one-pot synthesis of 4-aryl-3,4-dihydrobenzo[g]quinoline- 2,5,10(1H)-triones was developed for the first time. The process proceeded via the three-component cyclocondensation of 2-amino-1,4-naphthoquinone with Meldrum’s acid and substituted benzaldehydes under green conditions. The fused 3,4-dihydropyridin-2(1H)- one-ring naphthoquinones have been synthesized with good to high yields in refluxing ethanol as a green reaction medium. This protocol is simple and effective as well as does not involve the assistance of the catalyst, additive, or hazardous solvents.

Synthesis of 3-(Cyclohexylamino)-2-arylimidazo[1,2-a]pyridine-8- carboxylic Acids Via an Efficient Three-component Condensation Reaction between Cyclohexylisocyanide and 2-Aminopyridine-3-carboxylic Acid in the Presence of Aromatic Aldehyde

2018 ◽  
Vol 21 (4) ◽  
pp. 298-301 ◽  
Author(s):  
Ghasem Marandi
Keyword(s):  
Biological Sciences ◽  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
High Performance ◽  
Condensation Reaction ◽  
Aromatic Aldehydes ◽  
New Materials ◽  
One Pot ◽  
High Yields ◽  
Benzaldehyde Derivatives

Aim and Objective: The reaction of cyclohexylisocyanide and 2-aminopyridine-3- carboxylic acid in the presence of benzaldehyde derivatives in ethanol led to 3-(cyclohexylamino)-2- arylimidazo[1,2-a]pyridine-8-carboxylic acids in high yields. In a three component condensation reaction, isocyanide reacts with 2-aminopyridine-3-carboxylic acid and aromatic aldehydes without any prior activation. Material and Methods: The synthesized products have stable structures which have been characterized by IR, 1H, 13C and Mass spectroscopy as well as CHN-O analysis. Results: In continuation of our attempts to develop simple one-pot routes for the synthesis of 3- (cyclohexylamino)-2-arylimidazo[1,2-a]pyridine-8-carboxylic acids, aromatic aldehydes with divers substituted show a high performance. Conclusion: In conclusion, this study introduces the art of combinatorial chemistry using a simple one-pot procedure for the synthesis of new materials which are interesting compounds in medicinal and biological sciences.

Novel One-pot Synthesis of Pyranocarbazole Derivatives via an Isocyanide-based Three-component Reaction

2020 ◽  
Vol 17 ◽  
Author(s):  
Visarapu Malathi ◽  
Pedavenkatagari Narayana Reddy ◽  
Pannala Padmaja
Keyword(s):  
Efficient Method ◽  
Atom Economy ◽  
Reaction Conditions ◽  
One Pot ◽  
Catalyst Free ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
High Yields

Abstract:: An efficient method has been developed for the synthesis of new pyrano[3,2-c] and pyrano[3,2-a]carbazole de-rivatives via a three component reaction of 4-hydroxycarbazole or 2-hydroxycarbazole, isocyanides, and dialkylacetylenedi-carboxylates. Noteworthy features of this protocol include mild reaction conditions, catalyst-free, high atom-economy and high yields.

Design, Synthesis, Antimicrobial Evaluation and Molecular Modeling Study of New 2-mercaptoimidazoles (Series-III)

2019 ◽  
Vol 16 (5) ◽  
pp. 512-521 ◽  
Author(s):  
Nidhi Rani ◽  
Randhir Singh
Keyword(s):  
Sulfonic Acid ◽  
Docking Study ◽  
Molecular Docking Study ◽  
One Pot ◽  
Design Synthesis ◽  
Toluene Sulfonic Acid ◽  
Antimicrobial Evaluation ◽  
Bacteria And Fungi ◽  
High Yields ◽  
Antimicrobial Potency

Background: A series of novel substituted 2-mercaptoimidazoles was synthesised efficiently and in high yields using one-pot synthesis from m-hydroxyacetophenones. Methods: The structures of the newly synthesized compounds were established, their molecular activity was investigated against some bacteria and fungi were further validated using molecular docking study. Results: Reaction of o-hydroxyphenacylbromide (2) with substituted aniline and KSCN, in the presence of catalyst p-toluene sulfonic acid afforded 4(a-r) in good yield. The structure of compounds (4a-r) was confirmed by IR, NMR and MS. Conclusion: The compounds exhibited excellent antimicrobial potency against the tested microorganism.

scholarly journals A New and Efficient One-pot Synthesis of Trialkyl 6-tert-Butylamino-2H-pyran-2-one-3,4,5-tricarboxylates

1999 ◽  
Vol 23 (6) ◽  
pp. 368-369
Author(s):  
Issa Yavari ◽  
Abbas Ali Esmaili ◽  
Sakineh Asghari ◽  
Hamid Reza Bijanzadeh
Keyword(s):  
One Pot ◽  
Tert Butyl ◽  
Dialkyl Acetylenedicarboxylates ◽  
One Pot Synthesis ◽  
High Yields

The highly reactive 1:1 intermediate produced in the reaction between tert-butyl isocyanide and dialkyl acetylenedicarboxylates is trapped by dialkyl 2-bromomalonates to yield the title compounds in fairly high yields.

A highly efficient and green approach for the synthesis of pyrimido[4,5-b]quinolines using N,N-diethyl-N-sulfoethanaminium chloride

2021 ◽  
Vol 76 (2) ◽  
pp. 85-90
Author(s):  
Abdolkarim Zare ◽  
Manije Dianat
Keyword(s):  
Reaction Times ◽  
Solvent Free ◽  
One Pot ◽  
Catalyst Amount ◽  
Green Protocol ◽  
Highly Efficient ◽  
Green Approach ◽  
Solvent Free Conditions ◽  
The One ◽  
High Yields

Abstract A highly efficient and green protocol for the synthesis of pyrimido[4,5-b]quinolines has been described. The one-pot multicomponent reaction of dimedone with arylaldehydes and 6-amino-1,3-dimethyluracil in the presence of N,N-diethyl-N-sulfoethanaminium chloride ([Et3N–SO3H][Cl]) as an ionic liquid (IL) catalyst under solvent-free conditions afforded the mentioned compounds in high yields and short reaction times. Our protocol is superior to many of the reported protocols in terms of two or more of these factors: the reaction times, yields, conditions (solvent-free versus usage of organic solvents), temperature and catalyst amount.

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