Article
Chemistry, Organic
Feiyan Yang, Chuan Wang
Summary: In this study, we employ polycyclic aryl-activated alkyl ammonium triflates as the electrophilic aryl-activated alkylating agent in the nickel-catalyzed hydroxyl- or sulfonamide-directed cross-electrophile coupling reaction with phenyl benzoates, resulting in the synthesis of diverse aryl ketones under mild conditions.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Applied
Stuart Aiken, Orlando D. C. C. De Azevedo, Kieran Chauhan, Christopher D. Gabbutt, B. Mark Heron, Craig R. Rice, Nicola Soltowska
Summary: The synthesis and photochromic evaluation of 3-arylvinyl-3H-naphtho[2,1-b]pyrans is discussed. A cascade reaction between 1,3-diarylpent-1-en-4-yn-3-ols and variously substituted naphthols under acid catalysis leads to the formation of an intermediate photochromic naphthopyran. This intermediate then undergoes electrocyclic ring-opening and double intramolecular cyclisation, resulting in the formation of [5,5,6,6] cyclopentene fused naphthofurans.
Article
Chemistry, Organic
Jacob R. Ludwig, Eric M. Simmons, Steven R. Wisniewski, Paul J. Chirik
Summary: A cobalt-catalyzed method for the C(sp(2))-C(sp(3)) Suzuki-Miyaura cross coupling of aryl boronic esters and alkyl bromides was developed, with cobalt-ligand combinations being assessed through high-throughput experimentation. The use of cobalt(II) sources with trans-N,N'-dimethylcyclohexane-1,2-diamine (DMCyDA, L-1) resulted in optimal yield and selectivity. The transformation allowed for diverse steric and electronic properties on the aryl boronate nucleophile as well as various levels of branching and synthetically valuable functionality on the electrophile, with radical trap experiments supporting the formation of electrophile-derived radicals during catalysis.
Article
Chemistry, Multidisciplinary
Ko Sato, Hiroshi Tanaka
Summary: In this study, a borate-mediated one-pot sequential Suzuki-Miyaura coupling method was successfully used to synthesize various lignan compounds, achieving the synthesis of naturally occurring lignans through asymmetric cyclic hydroboration and a series of reaction steps.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Physical
Taruna Singh, Sushil Kumar, Natesan Thirupathi, Pramod Kumar
Summary: The influence of substituents on the aryl rings of thiourea on the structure of resulting compounds was investigated through the reaction of Pd(OAc)2 with N,N'-di(4-tolyl)thiourea and N,N'-bis(2-anisyl)thiourea. Bis-chelated complexes [Pd{& kappa;2(N, S)-(C(NAr)(S)(ArNH)}2] [Ar = C6H4Me-4 (1), C6H4(OMe)-2 (2)] were obtained in yields of 78% and 86%, respectively, when Pd(OAc)2 reacted with two equivalents of N,N & PRIME;-di(4-tolyl) thiourea and N,N'-bis(2-anisyl)thiourea in toluene at 60 degrees C. The catalytic efficacy of complexes 1 and 2 towards Suzuki-Miyaura reactions was investigated, and both exhibited fair to excellent catalytic ability at very low catalyst loading, with complex 2 showing relatively higher activity compared to complex 1.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Chemistry, Multidisciplinary
Jiangkun Huang, Xufei Yan, Ying Xia
Summary: This study reveals the formal Suzuki-Miyaura coupling reaction between ketones and arylboronates without the use of a directing group. A wide range of ketones can serve as electrophiles in this reaction, and the key lies in the specific reaction sequence that achieves unstrained C-C bond activation.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Review
Chemistry, Multidisciplinary
Massimo C. D'Alterio, Eric Casals-Cruanas, Nikolaos V. Tzouras, Giovanni Talarico, Steven P. Nolan, Albert Poater
Summary: The story of C-C bond formation involves various reactions, with Suzuki-Miyaura reaction being one of the most outstanding ones. The focus is on the formation of catalytically active species, with preactivation potentially playing a role as the rate determining step in the overall reaction. Computational chemistry plays a key role in identifying the rate determining step and achieving milder conditions in experimental settings through predictive catalysis.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Md. Emdadul Hoque, Jin-Quan Yu
Summary: In this study, we report a new method for the gamma-arylation and gamma-lactonization of aliphatic acids, enabled by a L,X-type CarboxPyridone ligand catalyzed Pd(II) reaction. A wide range of gamma-arylated gamma-lactones can be efficiently synthesized in a single step, and the arylated lactones can be further converted into disubstituted tetrahydrofurans, which are prominent scaffolds in bioactive molecules.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Applied
Nesrin Bugday, Serdar Altin, Sedat Yasar
Summary: A novel palladium-doped nanoporous carbon composite material synthesized via thermolysis of amorphous zeolitic imidazolate framework (aZIF) was utilized as an efficient catalyst for Suzuki-Miyaura cross-coupling reactions of aryl bromides, achieving good to excellent yields in a short reaction time in aqueous solutions. The APC-750@Pd catalyst was characterized by various analysis techniques and showed recyclability with a 15% loss of catalytic efficiency after at least five cycles.
APPLIED ORGANOMETALLIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Xianqiang Huang, Weilong Cui, Sen Liu, Gang Liu, Yalin Zhang, Zhihao Zhang, Guodong Shen, Zhen Li, Jianyong Wang, Yifa Chen
Summary: In this study, three Pd-Keggin-POMs compounds were successfully synthesized via a one-step assembly strategy, which exhibited well-defined structures and heterogeneous properties. These Pd-Keggin-POMs could efficiently catalyze the generation of benzothiadiazole, and compound 3 showed outstanding catalytic activities in Suzuki-Miyaura coupling reactions, making it one of the best catalysts reported so far. The obtained benzothiadiazoles were used as bio-probes for tracking lipid droplets in living cells, showing large Stokes shifts, low cytotoxicity, and good targeting. This research provides new insights into finding sustainable materials in life science, particularly in the development of novel bio-probe materials.
CHINESE CHEMICAL LETTERS
(2023)
Article
Chemistry, Multidisciplinary
Zenghui Li, Jing Wang, Xiaoyang Liu, Pin Gao, Guoping Li, Gang He, Bin Rao
Summary: A series of organoradical boron reagents were successfully synthesized through the key step of C-H borylation for the first time. These reagents showed air stability and could be stored for several months in the solid state. They were fully investigated through various analysis techniques and found to be suitable for Suzuki-Miyaura coupling reactions while retaining the carbon radical center. Additionally, they exhibited fluorescent properties and can potentially be used for the synthesis of luminescent organic radicals and other functionalized open-shell materials.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Jin Zhang, Pei Zhang, Lei Shao, Ruihong Wang, Yangmin Ma, Michal Szostak
Summary: A highly chemoselective, solvent-free mechanochemical strategy for the cross-coupling of amides by N-C bond activation has been reported. The method shows excellent selectivity, functional group tolerance, and can be applied for late-stage functionalization of complex molecules. This extends the repertoire of N-C bond interconversions to solid-state environmentally friendly mechanochemical methods.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Review
Chemistry, Physical
Arputham Shophia Lawrence, Nuria Martin, Balasubramanian Sivakumar, Francisco G. Cirujano, Amarajothi Dhakshinamoorthy
Summary: Among cross coupling reactions, C-C cross coupling reaction has attracted much attention and progress in the past four decades. Pd, one of the transition metals, has shown the highest activity due to its unique features and reactivity. However, due to the high cost and self-deactivation of Pd-based homogeneous catalysts, researchers have turned their focus towards the development of Pd-based heterogeneous catalysts. Metal organic frameworks (MOFs) have been frequently used as host matrix for the deposition of Pd(II) salts and Pd nanoparticles. This review provides a design and development of Pd-based MOFs as heterogeneous catalysts for C-C cross coupling reactions.
Article
Biochemistry & Molecular Biology
Changyue Ren, Hang Zhang, Zhengjun Chen, Jie Gao, Mingyan Yang, Zeli Yuan, Xinmin Li
Summary: This study presents a Pd/C catalyzed Suzuki-Miyaura reaction in water extract of suaeda salsa, which does not require external phosphine ligand, base, and organic solvent. The reaction shows a broad substrate scope and high purity of the products can be obtained.
Article
Chemistry, Organic
Xu Zhang, Zhen-Yu Wang, Xing Wang, Hui Xu, Hui-Xiong Dai
Summary: In this study, the synthesis of functionalized styrenes via palladium-catalyzed Suzuki-Miyaura cross-coupling reaction between aryl ketone derivatives and potassium vinyltrifluoroborate was reported. The use of pyridine-oxazoline ligand was essential for the cleavage of unstrained C-C bond. Various functional groups and biologically important molecules were well tolerated. The orthogonal Suzuki-Miyaura coupling demonstrated its synthetic practicability.
TETRAHEDRON LETTERS
(2022)
Article
Materials Science, Biomaterials
Priyanka Ray, Lina Alhalhooly, Arnab Ghosh, Yongki Choi, Sushanta Banerjee, Sanku Mallik, Snigdha Banerjee, Mohiuddin Quadir
ACS BIOMATERIALS SCIENCE & ENGINEERING
(2019)
Article
Biophysics
Priyanka Ray, Matthew Confeld, Pawel Borowicz, Tao Wang, Sanku Mallik, Mohiuddin Quadir
COLLOIDS AND SURFACES B-BIOINTERFACES
(2019)
Article
Cell Biology
Priyanka Ray, Gauthami Nair, Arnab Ghosh, Snigdha Banerjee, Mikhail Y. Golovko, Sushanta K. Banerjee, Katie M. Reindl, Sanku Mallik, Mohiuddin Quadir
JOURNAL OF CELL COMMUNICATION AND SIGNALING
(2019)
Article
Agriculture, Multidisciplinary
Niloy C. Sarker, Priyanka Ray, Creighton Pfau, Venu Kalavacharla, Khwaja Hossain, Mohiuddin Quadir
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2020)
Article
Medicine, Research & Experimental
Matthew I. Confeld, Babak Mamnoon, Li Feng, Heather Jensen-Smith, Priyanka Ray, James Froberg, Jiha Kim, Michael A. Hollingsworth, Mohiuddin Quadir, Yongki Choi, Sanku Mallik
MOLECULAR PHARMACEUTICS
(2020)
Article
Medicine, Research & Experimental
Priyanka Ray, Debasmita Dutta, Inamul Haque, Gauthami Nair, Jiyan Mohammed, Meredith Parmer, Narendra Kale, Megan Orr, Pooja Jain, Snigdha Banerjee, Katie M. Reindl, Sanku Mallik, Suman Kambhampati, Sushanta K. Banerjee, Mohiuddin Quadir
Summary: PDAC resistance to GEM may be related to ERK1/2 activity. The use of pH-responsive nanoparticles ((pH)NPs) for simultaneous delivery of ERKi (SCH 772984) and GEM with tolerable doses displays a synergistic inhibitory effect.
MOLECULAR PHARMACEUTICS
(2021)
Article
Biotechnology & Applied Microbiology
Parikshit Moitra, Maha Alafeef, Ketan Dighe, Priyanka Ray, James Chang, Aaron Thole, Benjamin Punshon-Smith, Michael Tolosa, Sai Sathish Ramamurthy, Xudong Ge, Douglas D. Frey, Dipanjan Pan, Govind Rao
Summary: This study introduces a simple method using portable dehumidifiers to sample airborne viruses and assess the quantitative risk of exposure to SARS-CoV-2 in the atmosphere. The approach can also identify hotspots and reduce the need for individual testing.
BIOTECHNOLOGY AND BIOENGINEERING
(2021)
Article
Biophysics
Priyanka Ray, Narendra Kale, Mohiuddin Quadir
Summary: Novel molecular motifs act as pH-regulating triggers for amphiphilic, pH-sensitive block copolymers, enhancing their self-assembling properties and potential for drug delivery systems.
COLLOIDS AND SURFACES B-BIOINTERFACES
(2021)
Article
Pharmacology & Pharmacy
Amlan Das, Inamul Haque, Priyanka Ray, Arnab Ghosh, Debasmita Dutta, Mohiuddin Quadir, Archana De, Sumedha Gunewardena, Indranil Chatterjee, Snigdha Banerjee, Scott Weir, Sushanta K. Banerjee
Summary: This study demonstrates that EGCG activates CCN5 to inhibit in vitro cell viability, reverse TNBC cells' stemness, and suppress tumor growth. Additionally, EGCG-loaded nanoparticles are found to be more effective in suppressing tumors compared to free-EGCG.
PHARMACOLOGY RESEARCH & PERSPECTIVES
(2021)
Review
Nanoscience & Nanotechnology
Dipendra Dahal, Priyanka Ray, Dipanjan Pan
Summary: Biomedical imaging techniques are crucial for clinical diagnosis, surgical intervention, and prognosis, with NIR-II fluorescence imaging offering unique advantages. Various chemical strategies are explored to increase the quantum yield of imaging agents while maintaining key features, such as spatiotemporal resolution and tissue penetration capabilities. This review summarizes the strategies implemented to design and synthesize NIR-II emitting nanoparticles and small organic molecule-based fluorescent probes for biomedical applications.
WILEY INTERDISCIPLINARY REVIEWS-NANOMEDICINE AND NANOBIOTECHNOLOGY
(2021)
Review
Nanoscience & Nanotechnology
Priyanka Ray, Parikshit Moitra, Dipanjan Pan
Summary: This article discusses the recent progress in the research of carbon dots in the field of nanobiotechnology, focusing on their chemical composition, varieties, and comparison with graphene quantum dots. It provides detailed information on synthetic routes for carbon dots fabrication and their emerging applications in theranostics, as well as outlining the major roadblocks for the translation of carbon dots from research laboratories to clinics. The article aims to update the latest results in this rapidly developing field and inspire novel research in the domain.
Correction
Chemistry, Organic
Sulagna Brahma, Priyanka Ray, Jayanta K. Ray
JOURNAL OF HETEROCYCLIC CHEMISTRY
(2021)
Article
Medicine, Research & Experimental
Chowdhury S. Abdullah, Priyanka Ray, Shafiul Alam, Narendra Kale, Richa Aishwarya, Mahboob Morshed, Debasmita Dutta, Cathleen Hudziak, Sushanta K. Banerjee, Sanku Mallik, Snigdha Banerjee, Md Shenuarin Bhuiyan, Mohiuddin Quadir
MOLECULAR PHARMACEUTICS
(2020)
Article
Chemistry, Inorganic & Nuclear
Marie Clement, Ibrahim Abdellah, Priyanka Ray, Cyril Martini, Yannick Coppel, Hynd Remita, Isabelle Lampre, Vincent Huc
INORGANIC CHEMISTRY FRONTIERS
(2020)
Meeting Abstract
Oncology
Arnab Ghosh, Sandipto Sarkar, Sonia Ghosh, Priyanka Ray, Mohi Quadir, Sushanta K. Banerjee, Snigdha Banerjee
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)
