Article
Chemistry, Multidisciplinary
Hangli He, Jingyu Yan, Jingru Jin, Zhewei Yan, Qiongjiao Yan, Wei Wang, Haipeng Jiang, Haifeng Wang, Fener Chen
Summary: A highly selective alkylation method of indazoles is described in this paper, which does not require a metal catalyst and shows high yields and excellent functional group tolerance.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Jia Jia, Shuai Chen, Ting Mao, Jinlan Li, Weipiao Li, An-Jun Wang, Dezhi Yang, Zhengli Liu, Chun-Yang He, Zhang Feng
Summary: The t-BuONa-promoted method enables the site-selective silylation of 2H-indazoles, resulting in the synthesis of silylated 1H-indazoles and 2H-indazoles controlled by substituents. The use of SEM as a protecting group allows for the deprotection of N-SEM 2H-indazoles and their conversion into silylated 1H-indazoles, thus controlling the site-selective silylation. This protocol demonstrates broad substrate scope and excellent functional group tolerance, with preliminary experimental studies suggesting the involvement of silyl radicals.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Multidisciplinary
Xin Liu, Yibin Hu, Yuanbin She, Meichao Li, Zhenlu Shen
Summary: A green and practical electrooxidation protocol has been developed for the C3 acyloxylation of 2H-indazoles with carboxylic acids. The reaction is sustainable without the use of transition-metal catalysts and stoichiometric oxidants. Potassium carbonate plays a key role in the reaction and reacts with carboxylic acids to form carboxylates. The reaction proceeds via an ECE mechanism, and various carboxylic acids and 2H-indazoles can be used to generate novel products at room temperature in an undivided cell.
Article
Chemistry, Organic
Jia Jia, Shuai Chen, Ting Mao, Jinlan Li, Weipiao Li, An-Jun Wang, Dezhi Yang, Zhengli Liu, Chun-Yang He, Zhang Feng
Summary: Herein, we describe a t-BuONa-promoted method for the site-selective silylation of 2H-indazoles. Control over the silylation site is achieved through substituents. Using SEM as a protecting group, the N-SEM 2H-indazoles can be easily deprotected and converted to silylated 1H-indazoles. This protocol shows broad substrate scope and excellent functional group tolerance, with preliminary experimental studies suggesting the involvement of silyl radicals in the reaction.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Multidisciplinary
Khalid Boujdi, Nabil El Brahmi, Jerome Graton, Didier Dubreuil, Sylvain Collet, Monique Mathe-Allainmat, Mohamed Akssira, Jacques Lebreton, Said El Kazzouli
Summary: The direct and efficient regioselective C7-bromination of 4-substituted 1H-indazole was achieved, followed by a successful palladium-mediated Suzuki-Miyaura reaction to obtain a series of new C7 arylated 4-substituted 1H-indazoles in moderate to good yields under optimized reaction conditions.
Article
Chemistry, Organic
Maryam Sobhani, Alexander Villinger, Peter Ehlers, Peter Langer
Summary: In this study, two series of isomeric naphthothiophenes were prepared through a simple two-step reaction.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Changjun Zhang, Tingting Wei, Zhichen Yu, Yuxin Ding, Weike Su, Yuanyuan Xie
Summary: We report an unprecedented metal-free regioselective halogenation of 2H-indazoles, which achieved highly selective synthesis of mono-halogenated products and completed poly-halogenations by fine tuning the reaction conditions. Various mono-/poly-/hetero-halogenated indazoles were obtained in moderate to excellent yields. Importantly, this approach offers environmentally friendly solvents, mild reaction conditions, simple execution, and short reaction time.
Article
Chemistry, Organic
Tianlu Li, Tong Li, Yajing Sun, Yue Yang, Panpan Lv, Fengshan Wang, Hongxiang Lou, Richard R. Schmidt, Peng Peng
Summary: The protection of various unprotected glycosides using BzCN and Et3N as catalysts resulted in the synthesis of derivatives with specific structures, which demonstrated great potential in the synthesis of natural and unnatural saponins.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Kuldeep Singh Bhati, Riya Nagar, Bhanwar Kumar Malviya, Monika Shukla, Amanpreet Kaur Jassal, Ved Prakash Verma, Dinesh Kumar Yadav, Neetu Kumari, Siddharth Sharma
Summary: A novel electrochemical method for the synthesis of thiol-functionalized 2H-indazoles has been reported. This method does not require catalysts, oxidants, or metals, and only produces harmless hydrogen as a byproduct. By using a graphite/Ni flow cell under continuous electrochemical flow conditions, gram-scale production of 3-(arylthio)-2H-indazole compounds can be achieved in a short residence time of 39 minutes. Detailed mechanistic studies, including control experiments and cyclic voltammetry, support the presence of a radical-radical cross-coupling pathway.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Zhongfeng Luo, Chengjie Wang, Huanfeng Jiang, Wei Zeng
Summary: A Rh-catalyzed amine-directed cross-coupling of 2-aminopyridines with 1-sulfonyl-triazoles has been developed, providing an efficient approach to access 5-aminovinylpyridines with wide functional group tolerance.
Article
Chemistry, Applied
Gabriele Menges-Flanagan, Eva Deitmann, Lars Goessl, Christian Hofmann, Patrick Loeb
Summary: The continuous synthesis and consumption of organozinc reagents in catalyzed and noncatalyzed coupling reactions were investigated, with a focus on quality control and process optimization.
ORGANIC PROCESS RESEARCH & DEVELOPMENT
(2021)
Review
Chemistry, Physical
Sofiya Aydinyan, Suren Kharatyan, Irina Hussainova
Summary: This study investigates the use of self-propagating high-temperature synthesis (SHS) for the production of composites in powder metallurgy techniques. The effects of SHS synthesis and sintering on the Me'O-3(WO3,MoO3)-Me''O(CuO,NiO)-Mg-C, Ti-B-Al12Mg17 systems are compared in detail. It is shown that by optimizing the structure and parameters of SHS powders and controlling the thermodynamic requirements during combustion, the sintering efficiency of materials can be significantly improved.
Article
Chemistry, Multidisciplinary
Ji-Yu Tao, Ying-Xue Wang, Qing-Hong Zhang, Kun Ni, Tong-Hao Zhu, Kai Zhao
Summary: This study demonstrates a generally applicable and robust regio- and stereoselective cross-dehydrogenative coupling of enamides with ethers or alkanes via transition-metal-free photoredox catalysis. The visible-light-induced transformations proceed smoothly with the aid of non-expensive and non-poisonous organic dyes, resulting in geometrically defined and synthetically important beta-alkylated enamides with broad substituent diversity and functional group compatibility.
Article
Chemistry, Multidisciplinary
Richa Sharma, Lalit Yadav, Ravi Kant Yadav, Sandeep Chaudhary
Summary: An efficient and cost-effective protocol for regioselective direct C-3 acylation/benzoylation of substituted 2H-Indazoles with substituted aldehydes/benzyl alcohols/styrenes via a transition-metal-free oxidative C-H bond functionalization has been developed. The reaction proceeds via a free-radical mechanism and shows versatile nature with good functional group tolerance and gram-scale synthesis capability, demonstrating potential applications in drug synthesis.
Review
Chemistry, Multidisciplinary
Bingnan Du, Chun-Ming Chan, Chi-Ming Au, Wing-Yiu Yu
Summary: Summary: This Account summarizes the development of C-N bond cross-coupling reactions via C-H activation. Regioselective protocols targeting C(sp(3))-H and C(aryl)-H bonds have been successfully developed by exploiting inner-sphere and outer-sphere reaction pathways. The mechanistic underpinning of the selectivity of different C-H bonds and related studies on the affiliated catalytic systems are discussed.
ACCOUNTS OF CHEMICAL RESEARCH
(2022)
Article
Engineering, Environmental
Zhenyu Tian, Joaquim Vila, Hanyan Wang, Wanda Bodnar, Michael D. Aitken
ENVIRONMENTAL SCIENCE & TECHNOLOGY
(2017)
Article
Biochemical Research Methods
Zachary Robbins, Wanda Bodnar, Zhenfa Zhang, Avram Gold, Leena A. Nylander-French
JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES
(2018)
Article
Biochemistry & Molecular Biology
Jennifer W. Israel, Grace A. Chappell, Jeremy M. Simon, Sebastian Pott, Alexias Safi, Lauren Lewis, Paul Cotney, Hala S. Boulos, Wanda Bodnar, Jason D. Lieb, Gregory E. Crawford, Terrence S. Furey, Ivan Rusyn
Article
Engineering, Environmental
Zhenyu Tian, Joaquim Vila, Miao Yu, Wanda Bodnar, Michael D. Aitken
ENVIRONMENTAL SCIENCE & TECHNOLOGY LETTERS
(2018)
Article
Chemistry, Analytical
Tianqu Cui, Zhexi Zeng, Erickson O. dos Santos, Zhenfa Zhang, Yuzhi Chen, Yue Zhang, Caitlin A. Rose, Sri H. Budisulistiorini, Leonard B. Collins, Wanda M. Bodnar, Rodrigo A. F. de Souza, Scot T. Martin, Cristine M. D. Machado, Barbara J. Turpin, Avram Gold, Andrew P. Ault, Jason D. Surratt
ENVIRONMENTAL SCIENCE-PROCESSES & IMPACTS
(2018)
Article
Toxicology
Lauren Lewis, Grace A. Chappell, Tetyana Kobets, Bridget E. O'Brian, Dewakar Sangaraju, Oksana Kosyk, Wanda Bodnar, Natalia Y. Tretyakova, Igor P. Pogribny, Ivan Rusyn
ARCHIVES OF TOXICOLOGY
(2019)
Article
Toxicology
Jiapeng Leng, Chih-Wei Liu, Hadley J. Hartwell, Rui Yu, Yongquan Lai, Wanda M. Bodnar, Kun Lu, James A. Swenberg
ARCHIVES OF TOXICOLOGY
(2019)
Article
Chemistry, Medicinal
Lauren Lewis, Barbara Borowa-Mazgaj, Aline de Conti, Grace A. Chappell, Yu-Syuan Luo, Wanda Bodnar, Kranti Konganti, Fred A. Wright, David W. Threadgill, Weihsueh A. Chiu, Igor P. Pogribny, Ivan Rusyn
CHEMICAL RESEARCH IN TOXICOLOGY
(2019)
Article
Environmental Sciences
Joaquim Vila, Zhenyu Tian, Hanyan Wang, Wanda Bodnar, Michael D. Aitken
SCIENCE OF THE TOTAL ENVIRONMENT
(2020)
Article
Chemistry, Organic
Xiaoyu Zang, Leila Peraro, Ryan T. Davison, Travis R. Blum, Deepak Vallabhaneni, Caitlyn E. Fennell, Stephanie L. Cramer, Heli K. Shah, Deirdre M. Wholly, Elissa A. Fink, Jacob T. Sivak, Kathryn M. Ingalls, Chelsea T. Herr, Vernon E. Lawson, Matthew R. Burnett, David J. Slade, Kathryn E. Cole, Sigrid A. Carle, Justin S. Miller
JOURNAL OF ORGANIC CHEMISTRY
(2020)
Article
Environmental Sciences
Jiaqi Zhou, Karsten Baumann, Naomi Chang, Glenn Morrison, Wanda Bodnar, Zhenfa Zhang, Joanna M. Atkin, Jason D. Surratt, Barbara J. Turpin
Summary: This study investigated the emission of PFASs during floor stripping/waxing activities and their potential occupational exposures. The study found that concentrations of five PFASs in the air were significantly higher during floor stripping/waxing compared to before, and were one order of magnitude higher than typical indoor and outdoor concentrations. These results imply that floor stripping activities may lead to occupational PFAS exposures.
ATMOSPHERIC ENVIRONMENT
(2022)
Article
Environmental Sciences
Suryakant Niture, Sashi Gadi, Minghui Lin, Qi Qi, Samiksha S. Niture, John T. Moore, Wanda Bodnar, Reshan A. Fernando, Keith E. Levine, Deepak Kumar
Summary: This study investigated the effects of low concentrations of cadmium (Cd) on liver cancer cell proliferation, steatosis, and fibrogenic/oncogenic signaling. Cd exposure increased reactive oxygen species production, enhanced cell proliferation, and activated Notch and AKT/mTOR pathways in liver cancer cells. Cd also induced cell steatosis and fibrogenic signaling. These findings suggest that low concentrations of Cd modulate steatosis, fibrogenic, and oncogenic signaling in liver cancer cells.
ENVIRONMENTAL TOXICOLOGY
(2023)
Article
Dentistry, Oral Surgery & Medicine
Suzanne D. Baker, Jessica Y. Lee, Raymond P. White, Leonard Collins, Wanda Bodnar, Ceib Philips, Kimon Divans
Summary: This study compared the use of buffered one percent and unbuffered two percent lidocaine in children, finding that the buffered formulation resulted in a 63% decrease in mean blood lidocaine levels compared to unbuffered. However, there were no significant differences in pain upon injection, onset, and duration of anesthesia.
PEDIATRIC DENTISTRY
(2021)
Article
Chemistry, Analytical
J. Zhou, K. Baumann, R. N. Mead, S. A. Skrabal, R. J. Kieber, G. B. Avery, M. Shimizu, J. C. DeWitt, M. Sun, S. A. Vance, W. Bodnar, Z. Zhang, L. B. Collins, J. D. Surratt, B. J. Turpin
Summary: This study measured PFAS concentrations in ambient PM2.5 in North Carolina, finding higher levels of PFOA and PFOS and raising questions about their potential sources. It is the first study in the US to provide insights into ambient PFAS concentrations in PM2.5.
ENVIRONMENTAL SCIENCE-PROCESSES & IMPACTS
(2021)
Review
Environmental Sciences
Pengcheng Tu, Liang Chi, Wanda Bodnar, Zhenfa Zhang, Bei Gao, Xiaoming Bian, Jill Stewart, Rebecca Fry, Kun Lu
