Synthesis and Proton Dissociation Properties of Arylphosphonates: A Microwave-Assisted Catalytic Arbuzov Reaction with Aryl Bromides

2012 ◽  
Vol 23 (6) ◽  
pp. 574-582 ◽  
Author(s):  
György Keglevich ◽  
Alajos Grün ◽  
Adrienn Bölcskei ◽  
László Drahos ◽  
Márta Kraszni ◽  
...  
Keyword(s):  
Arbuzov Reaction ◽  
Microwave Assisted ◽  
Proton Dissociation ◽  
Aryl Bromides

ChemInform Abstract: Synthesis and Proton Dissociation Properties of Arylphosphonates: A Microwave-Assisted Catalytic Arbuzov Reaction with Aryl Bromides.

ChemInform ◽  
2013 ◽  
Vol 44 (13) ◽  
pp. no-no
Author(s):  
Gyoergy Keglevich ◽  
Alajos Gruen ◽  
Adrienn Boelcskei ◽  
Laszlo Drahos ◽  
Marta Kraszni ◽  
...  
Keyword(s):  
Arbuzov Reaction ◽  
Microwave Assisted ◽  
Proton Dissociation ◽  
Aryl Bromides

scholarly journals Microwave-assisted Efficient Synthesis of Alliodorin and (±)-Curcuhydroquinone

1999 ◽  
Vol 23 (2) ◽  
pp. 164-165
Author(s):  
Goverdhan L. Kad ◽  
Anupam Khurana ◽  
Vasundhara Singh ◽  
Jasvinder Singh
Keyword(s):  
Grignard Reagents ◽  
Methyl Groups ◽  
Efficient Synthesis ◽  
Alkyl Aryl ◽  
Microwave Assisted ◽  
Aryl Bromides ◽  
Key Steps

Terpenoids 1 and 2 have been synthesized from readily available starting materials using Li2CuCI4-catalysed coupling of Grignard reagents with alkyl/aryl bromides and microwave-assisted oxidation of allylic methyl groups, using SeO2/ButOOH adsorbed over SiO2 as key steps.

scholarly journals Microwave-Assisted Synthesis, Proton Dissociation Processes, and Anticancer Evaluation of Novel D-Ring-Fused Steroidal 5-Amino-1-Arylpyrazoles

2019 ◽  
Vol 10 (1) ◽  
pp. 229
Author(s):  
Gergő Mótyán ◽  
Ádám Baji ◽  
Małgorzata Anna Marć ◽  
Mohana Krishna Gopisetty ◽  
Dóra I. Adamecz ◽  
...  
Keyword(s):  
Human Cancer ◽  
Condensation Reaction ◽  
Microwave Assisted Synthesis ◽  
Antiproliferative Effects ◽  
Human Cancer Cells ◽  
Microwave Assisted ◽  
Proton Dissociation ◽  
Ic50 Values ◽  
Spectrophotometric Titrations

Taking into account the pharmacological relevance of heterocycle-fused natural steroids, the objective of the current study was to develop a multistep reaction sequence for the efficient synthesis of novel D-ring-condensed 5-amino-1-arylpyrazoles from dehydroepiandrosterone (DHEA). A condensation reaction of 16-formyl-DHEA with hydroxylamine afforded the corresponding oxime, which was demonstrated to be stable in one of its cyclic isoxazoline forms due to possible ring-chain tautomerism. The subsequent base-induced dehydration to a diastereomeric β-ketonitrile, followed by microwave-assisted heterocyclization with different arylhydrazines led to the desired pyrazoles. The generally good yields of the products depended slightly on the electronic character of the substituent present on the aromatic ring of the reagent. The proton dissociation processes of the DHEA-derived heterocycles were investigated in aqueous solution by UV-visible spectrophotometric titrations to reveal their actual chemical forms at physiological pH. The determined pKa values attributed to the pyrazole NH+ moiety were low (1.8–4.0) and varied by the different substituents of the benzene ring. The antiproliferative effects of the structurally similar compounds were screened in vitro on human cancer cells (namely on HeLa, U2Os, MCF-7, PC-3, and A549), along with a noncancerous cell line (MRC-5). The IC50 values of the most active derivative were determined on all cell lines.

Efficient and ‘green’ microwave-assisted synthesis of haloalkylphosphonates via the Michaelis–Arbuzov reaction

2011 ◽  
Vol 13 (4) ◽  
pp. 882 ◽  
Author(s):  
Petr Jansa ◽  
Antonín Holý ◽  
Martin Dračinský ◽  
Ondřej Baszczyňski ◽  
Michal Česnek ◽  
...  
Keyword(s):  
Microwave Assisted Synthesis ◽  
Arbuzov Reaction ◽  
Microwave Assisted

Visible-Light Photo-Arbuzov Reaction of Aryl Bromides and Trialkyl Phosphites Yielding Aryl Phosphonates

ACS Catalysis ◽  
2016 ◽  
Vol 6 (12) ◽  
pp. 8410-8414 ◽  
Author(s):  
Rizwan S. Shaikh ◽  
Simon J. S. Düsel ◽  
Burkhard König
Keyword(s):  
Visible Light ◽  
Arbuzov Reaction ◽  
Aryl Bromides ◽  
Trialkyl Phosphites

Microwave-Assisted Aminocarbonylation of Aryl Bromides at Low Carbon Monoxide Pressure

Synlett ◽  
2008 ◽  
Vol 2009 (01) ◽  
pp. 47-50 ◽  
Author(s):  
Elena Petricci ◽  
Francesca Cardullo ◽  
Daniele Donati ◽  
Giancarlo Merlo ◽  
Alfredo Paio ◽  
...  
Keyword(s):  
Carbon Monoxide ◽  
Low Carbon ◽  
Microwave Assisted ◽  
Aryl Bromides

Microwave Mediated Michaelis-Arbuzov Reaction to Synthesize Bioactive Phenylphosphonate Derivatives Under Solvent Free Condition

2019 ◽  
Vol 4 (1) ◽  
pp. 1-6
Author(s):  
B. Sujatha ◽  
Ch. Subramanyam ◽  
K. Prasada Rao
Keyword(s):  
Solvent Free ◽  
Arbuzov Reaction ◽  
Antibacterial And Antifungal Activity ◽  
Environment Friendly ◽  
Free Condition ◽  
Microwave Assisted ◽  
Solvent Free Condition ◽  
Bacteria And Fungi ◽  
Antibacterial And Antifungal

Microwave assisted easy, efficient, and environment friendly process has been devised for the synthesis of phosphonates within minutes via microwave-assisted Michaelis-Arbuzov reaction. The desired products were obtained in excellent yields and in high purity under solvent-free and catalyst-free conditions. The structure of all the synthesized compounds was confirmed by spectral and CHN analysis. in vitro Antibacterial and antifungal activity of these compounds was also analyzed. Majority of the title compounds showed good inhibition towards bacteria and fungi.

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