Physical Sciences and Mathematics Commons^™

N-(2-Aminobenzoyl)Benzotriazole Mediated Synthesis Of 3- Acyl-2-Alkyl(Aryl)-4-Hydroxyquinolines And 3-Acylamino-4(3h) Quinazolinones, İlbilge Merve Şenol, Sevtem Gökbulut Satioğlu, İlhami Çeli̇k

Turkish Journal of Chemistry

New methods have been developed for the synthesis of the substituted quinolines and quinazolinones derivatives by utilizing N-(2-aminobenzoyl)benzotriazoles under mild reaction conditions. 3-Acyl-2-alkyl(aryl)-4-hydroxyquinolines were obtained in modarete yields by the reaction of N-(2-aminobenzoyl)benzotriazoles and diketones in the presence of tert-BuOK. 3-Acylamino-4(3H) quinazolinones were obtained in good yields via N-(2-aminobenzoyl)benzotriazoles, orthoester and hyrazides in one-pot.

Investigation Of Challenging Transformations In Gold Catalysis, Qi Tang

USF Tampa Graduate Theses and Dissertations

This dissertation mainly contains three parts: 1) Divergent gold catalysis for alkyne trifunctionalization, encompassing three distinct modes to achieve the simultaneous formation of C-N, C-O, and C-C bonds in a single step 2) the study and development of a new method to synthesize azaborine derivatives; and 3) the construction of benzotriazole boranes (BTAB) as stable four-coordinate N-B heterocycles through gold-catalyzed alkyne hydroboration.

In the first part, alkyne trifunctionalization via divergent gold catalysis will be introduced. This novel approach involves a sequence of reactions that combine gold π-activation, vinyl gold nucleophilic addition, and gold (III) reductive elimination. By utilizing this methodology, …

An Investigation On The Interface Corrosion Behaviors Of Cobalt Interconnects In Chemical Mechanical Polishing Slurry, Kai-Xuan Qin, Peng-Fei Chang, Yu-Lin Huang, Ming Li, Tao Hang

Journal of Electrochemistry

Cobalt is widely regarded as the most promising interconnect material for 10 nm node and beyond. The development of a chemical mechanical planarization (CMP) slurry suitable for cobalt interconnect is a critical component for the application of cobalt interconnect. During CMP process of the interconnect layer, the achievement of high-quality surface after planarization is greatly challenged by the metal corrosion in CMP slurry. In this contribution, the corrosion behavior of cobalt in a slurry with potassium persulfate (KPS) as an oxidizer, glycine as a complexing agent, and benzotriazole (BTA) as an inhibitor was investigated. Static erosion rates (SER) of cobalt …

Electrochemical Sers Study Of Benzotriazole And 3-Mercapto-1-Propanesulfonate In Acidic Solution On Copper Electrode, Yin-Fei Shen, Yan-Li Chen, Sheng-Xu Wang, Ye Zhu, Wen-Chang Wang, Min-Xian Wu, Zhi-Dong Chen

Journal of Electrochemistry

Since the development of acid copper plating technology, the role of additives is indispensable. In addition to the main salt copper sulfate and supporting electrolyte sulfuric acid, suppressors, accelerators, levelers and chlorine ions (Cl^-) are also required to be added into the plating solution. Appropriate additive system can have a significant impact on the coating or the plating solution, which can help improve the quality of the coating and increase the brightness of the coating. Through electrochemical measurement, vibrational spectroscopy, scanning probe microscopy, molecular dynamics simulation and other methods, researches have a deeper understanding in the adsorption configuration …

Detection Of Benzotriazole And Related Analogues In Surface Samples Collected Near An Ohio Airpark, Clara Leedy

Browse all Theses and Dissertations

Benzotriazoles are a class of contaminant of emerging concern which are commonly used as anticorrosive agents in aircraft deicer and anti-icing fluids (ADAFs). The analogues 1H-benzotriazole (BTZ), 4-methyl-1H-benzotrizole (4m-BTZ), and 5-methyl-1H-benzotriazole (5m-BTZ) are commonly found in environmental occurrence together. The two methylated isomers, collectively known as tolytriazole (TTZ), have different toxicity and stability. These contaminants are highly water soluble and resistant to biodegradation, making them persistent through water treatment. Benzotriazoles have been detected worldwide; this investigation focuses on monitoring three sites near a small airpark in Wilmington, Ohio. Two sites that receive runoff from the airpark, Lytle Creek and Indian …

Benzotriazole And Tolytriazole Analysis In Select Surface Waters Near Wilmington Air Park, Lee A. Raska

Browse all Theses and Dissertations

Previous investigations into the presence of benzotriazole (BTZ) and corresponding analogs done in early 2019 found elevated levels near the Wilmington Air Park in Wilmington, Ohio. The analogs detected were 4-methyl-1H-benzotriazole and 5-methyl-1H-benzotriazole: known together as tolytriazole (TTZ). BTZ and TTZ are emerging environmental contaminants of concern that are often found in aircraft de-icing solutions, anti-icing solutions and detergents. The Wilmington Air Park has two facilities used to pre-treat runoff water before its subsequent release into surrounding streams. Three sites were chosen: Lytle Creek, Indian Run, and Cowan Creek. For the 2019 and 2019/2020 investigative projects, Cowan Creek was designated …

Determination Of Benzotriazole And Analog Compounds By Liquid Chromatography-Mass Spectrometry In Surface Runoff Water Samples From Wilmington Air Park, Jessica A. Wiese

Browse all Theses and Dissertations

Benzotriazole (BTri) and its analog compounds are widely used in aircraft de-icing and anti-icing solutions, however their high solubility in water and resistance to biodegradation results in only their partial removal in wastewater treatment, and therefore makes them potential contaminants in watershed systems. The Wilmington Air Park in Wilmington, Ohio currently has two surface-runoff lagoons to pre-treat water containing these de-icing compounds before releasing it into nearby streams. Because the Wilmington Air Park has recently made an agreement with a major online retailer to lease over two dozen planes and open a package-sorting facility beginning in late 2019, the goal …

$N$-Acylazole Mediated Stereoselective And Regioselective Synthesis Of $N$-Substituted Azole Acrylonitriles, Osman Aydin, Şule Kökten, Hakan Ünver, İlhami̇ Çeli̇k

Turkish Journal of Chemistry

Regio- and stereoselective synthesis of $N$-substituted azole acrylonitriles has been achieved smoothly in $N,N$-dimethylformamide (DMF) in the presence of potassium carbonate (K$_{2}$CO$_{3})$ as a base catalyst. $N$-Substituted azole acrylonitriles were obtained in moderate to good yields (39%-87%) with a one-pot reaction between readily available $N$-acetylazoles and Baylis-Hillman nitriles. The structural determinations were accomplished by NOESY $^{1}$H NMR and X-ray crystallography.

One-Pot Synthesis Of Quinazolin-4(3$H$)-Ones And 2,3-Dihydroquinazolin-4(1$H$)-Ones Utilizing $N$-(2-Aminobenzoyl)Benzotriazoles, İlbi̇lge Merve Şenol, İlhami̇ Çeli̇k, İlker Avan

Turkish Journal of Chemistry

A convenient and efficient method has emerged for the one-pot synthesis of substituted quinazolin-4(3$H)$-ones and nonaromatic alkaloids. 2-Substituted quinazolin-4(3H)-ones, 2,3-disubstituted quinazolin-4(3$H)$-ones, and 2,3-dihydroquinazolin-4(1$H)$-ones were obtained at yields of 46% to 95% by a one-pot reaction of $N$-(2-aminobenzoyl) benzotriazoles with amines and orthoesters or aldehydes under catalyst-free conditions.

Synthesis And Antimicrobial And Antioxidant Activities Of Hybrid Molecules Containing Benzotriazole And 1,2,4-Triazole, Mahesh Chand, Reena Kaushik, Subhash Chand Jain

Turkish Journal of Chemistry

Eleven novel 1,2,4-triazolylbenzotriazoles have been prepared using 1-(hydrazinylcarbonylmethyl)-1$H$-benzot- riazole (3) as a potent intermediate. Compound 3, however, was obtained from benzotriazole in two steps. All synthesized compounds were characterized by detailed spectral studies like IR, $^{1}$H NMR, $^{13}$C NMR, and mass spectrometry. All synthesized compounds were evaluated for their \textit{in vitro} antimicrobial activity against seven strains of bacteria and four strains of fungi. Compounds 13, 17, 19, 20, and 21}were found to possess antibacterial activity comparable to that of ciprofloxacin against a Klebsiella pneumoniae strain. Except for compounds2 and 13, all compounds showed good antifungal activity against an Aspergillus niger …

Stereoselective And Regioselective Synthesis Of $N$-Substituted Methyl 2-((Azolyl)Methyl)-3-Arylacrylates From Baylis-Hillman Acetates, Ayşen Köseceli̇ Özenç, İlhami̇ Çeli̇k, Şule Kökten

Turkish Journal of Chemistry

$N$-Substituted methyl 2-((azolyl)methyl)-3-arylacrylates were synthesized stereo- and regioselectively with one-pot reaction between Baylis--Hillman acetates and a suitable acylazole in the presence of K$_{2}$CO$_{3}$ as a base catalyst. The targeted $N$-substituted azole acrylates were efficiently obtained in good yields (39%-89%).

Cladribine Analogues Via O6-(Benzotriazolyl) Derivatives Of Guanine Nucleosides, Sakilam Satishkumar, Prasanna K. Vuram, Siva Subrahmanyam Relangi, Venkateshwarlu Gurram, Hong Zhou, Robert J. Kreitman, Michelle M. Martínez Montemayor, Lijia Yang, Muralidharan Kaliyaperumal, Somesh Sharma, Narender Pottabathini, Mahesh K. Lakshman

Publications and Research

Cladribine, 2-chloro-2′-deoxyadenosine, is a highly efficacious, clinically used nucleoside for the treatment of hairy cell leukemia. It is also being evaluated against other lymphoid malignancies and has been a molecule of interest for well over half a century. In continuation of our interest in the amide bond-activation in purine nucleosides via the use of (benzotriazol-1yl-oxy)tris(dimethylamino)phosphonium hexafluorophosphate, we have evaluated the use of O6-(benzotriazol-1-yl)-2′-deoxyguanosine as a potential precursor to cladribine and its analogues. These compounds, after appropriate deprotection, were assessed for their biological activities, and the data are presented herein. Against hairy cell leukemia (HCL), T-cell lymphoma (TCL) and chronic lymphocytic …

Facile Synthesis Of 1-Alkoxy-1h-Benzo- And 7-Azabenzotriazoles From Peptide Coupling Agents, Mechanistic Studies, And Synthetic Applications, Mahesh K. Lakshman, Manish K. Singh, Mukesh Kumar, Raghu Ram Chamala, Vijayender R. Yedulla, Domenick Wagner, Evan Leung, Lijia Yang, Asha Matin, Sadia Ahmad

Publications and Research

(1H-Benzo[d][1,2,3]triazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP), 1H-benzo[d][1,2,3]triazol-1-yl 4-methylbenzenesulfonate (Bt-OTs), and 3H-[1,2,3]triazolo[4,5-b]pyridine-3-yl 4-methylbenzenesulfonate (At-OTs) are classically utilized in peptide synthesis for amide-bond formation. However, a previously undescribed reaction of these compounds with alcohols in the presence of a base, leads to 1-alkoxy-1H-benzo- (Bt-OR) and 7-azabenzotriazoles (At-OR). Although BOP undergoes reactions with alcohols to furnish 1-alkoxy-1H-benzotriazoles, Bt-OTs proved to be superior. Both, primary and secondary alcohols undergo reaction under generally mild reaction conditions. Correspondingly, 1-alkoxy-1H-7-azabenzotriazoles were synthesized from At-OTs. Mechanistically, there are three pathways by which these peptide-coupling agents can react with alcohols. From 31P{1H}, [18O]-labeling, and other chemical experiments, phosphonium and tosylate derivatives of …