Article
Chemistry, Organic
Xin Wang, Jinhuan Dong, Xianxiu Xu, Bo Tang
Summary: A base-catalyzed double annulation methodology has been developed for the efficient synthesis of 4-azafluorene and 4-azafluorenone derivatives. In contrast to traditional 1,3-dipolar reactions, the active methylene and isocyano groups of isocyanoacetate function as nucleophiles in this domino transformation.
Article
Chemistry, Multidisciplinary
Wei-Bao He, Sai-Jie Zhao, Jing-Yang Chen, Jun Jiang, Xiang Chen, Xinhua Xu, Wei-Min He
Summary: A practical method for the synthesis of 4-thiocyanato-1H-pyrazoles was established through an electrochemical cascade reaction of hydrazines, 1,3-diones and NH4SCN under metal-, chemical oxidant- and external electrolyte-free conditions. Importantly, both a gram-scale synthesis of 4-thiocyanato-1H-pyrazoles and five one-pot sequential transformations starting from hydrazine were successfully achieved.
CHINESE CHEMICAL LETTERS
(2023)
Review
Chemistry, Applied
Lukas Biesen, Thomas J. J. Mueller
Summary: Quinoxalines are nitrogen-containing bicyclic heterocycles with diverse biological activities and luminescence properties. Their syntheses involve a range of multicomponent methods, such as Ugi-reactions, leading to the development of novel reactions and sequences. Diversity-oriented synthesis and transition metal catalyzed multicomponent reactions offer efficient pathways to quinoxalines and quinoxaline-containing moieties.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Multidisciplinary
Savio Cardoza, Pooja Yadav, Abhishek Ajmani, Parthasarathi Das, Vibha Tandon
Summary: There is a continuous demand for new inhibitors of HIV-1 Integrase (HIV-1 IN) due to HIV-1 mutations. This study developed an efficient and chemo-selective method for synthesizing diverse C3 -> C6 diaryl 7-azaindoles that inhibit the strand transfer (ST) activity of HIV-1 IN enzyme. The synthesized compounds exhibited significant %ST inhibition, with para-substitution on the C3 aryl ring and C6 aryl being essential for enhanced %ST inhibition.
Article
Chemistry, Medicinal
Gustavo da Silva, Andre F. S. Luz, Denise Duarte, Diana Fontinha, Vera L. M. Silva, Filipe A. Almeida A. Paz, Ana M. Madureira, Sandra Simos, Miguel Prudencio, Fatima Nogueira, Artur M. S. Silva, Rui Moreira
Summary: This study presents a multistep and diversity-oriented synthetic route for the A(3) coupling/domino cyclization of o-ethynyl anilines, aldehydes, and s-amines. The preparation of precursors involved various transformations, including haloperoxidation, Sonogashira cross-coupling reactions, amine protection, desilylation, and amine reduction. Some products underwent detosylation and Suzuki coupling. The resulting library of diverse compounds showed promising activity against Plasmodium falciparum's intra-erythrocytic forms, providing valuable hit-to-lead optimization results.
Article
Chemistry, Organic
Baofu Zhu, Jiaming He, Kai Zou, Anquan Li, Chen Zhang, Jiaji Zhao, Hua Cao
Summary: This study established a three-component reaction catalyzed by base, involving ynals, isocyanates, amines, and alcohols. The strategy enables a wide range of substrates and provides a simple process for the preparation of diverse pyridine derivatives with good yields and high regioselectivities.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Jinshan Li, Saimei Liu, Rong Zhong, Yaqi Yang, Jinjing Xu, Jianguo Yang, Hanfeng Ding, Zhiming Wang
Summary: A TfOH-promoted method for synthesizing fluorinated poly-fused heterocycles has been developed, allowing the convenient construction of fluorinated benzofuro[3,2-b]pyridines, 5H-indeno-[1,2-b]pyridines, and 5,6-dihydrobenzo[h]quinolines. This method involves a one-pot [4 + 2] approach and is highlighted by the successful synthesis of three fluoro analogues of bioactive molecules.
Article
Chemistry, Multidisciplinary
Zitong Zhou, Danyang Luo, Guanrong Li, Zhongtao Yang, Liao Cui, Weiguang Yang
Summary: An efficient and simple three-component cascade reaction was reported, providing a variety of polysubstituted imidazo[1,2-a]pyridine derivatives in moderate to excellent yields. The reaction proceeds through a CuAAC/ring-cleavage process and forms a highly active intermediate alpha-acyl-N-sulfonyl ketenimine without the need for a base.
Article
Chemistry, Organic
Pragya Sharma, Sanjay Singh, Chinmoy Kumar Hazra
Summary: The facile and efficient synthesis of a unique class of 4-aryl-hydrocoumarins with various applications in medicinal chemistry and natural products is reported. The authors have developed a Bronsted acid-catalyzed, multicomponent, one-pot approach for producing 4-aryl-coumarin derivatives. The practicality of this method is demonstrated through the synthesis of bioactive compounds, late-stage functionalization of natural products, and gram-scale synthesis.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Mengdan Wang, Lu Cheng, Junying Ma, Weiwei Lu, Junling Wang
Summary: A transition-metal-free one-pot procedure has been developed for the difunctionalization of alkynes by C-C triple bond oxidation and transformation towards chromone derivatives. This method involves cascade reactions for carbonylation of alkynes, base-promoted C-C & sigma;-bond cleavage, and intramolecular cyclization. It provides an efficient protocol for the synthesis of polysubstituted chromones from readily available starting materials.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Maruti B. Yadav, Kwon Taek Lim, Jong Su Kim, Yeon Tae Jeong
Summary: An efficient synthetic protocol for the preparation of pyrano pyrimidine carboxylate derivatives via a one pot four-component reaction catalyzed by L-Proline has been developed. This methodology offers high yields, operational simplicity, and a greener approach by avoiding toxic catalysts and hazardous solvents.
TETRAHEDRON LETTERS
(2021)
Article
Chemistry, Multidisciplinary
Yong Tang, Kaifu Zhang, Yuelin Xu, Jinglin Ma, Hanqing Xie, Hongquan Zhang, Yanmin Jiang, Rui Zhao, Lei Wang
Summary: A green and efficient method for the construction of functionalized 2,3-dihydrothiophene derivatives in water was reported. Novozym 435 demonstrated remarkable catalytic activity in the four-component reaction of aldehydes, malonitrile or ethyl cyanoacetate, 1,3-thiazolidinedione, and amines, resulting in excellent product yields. Furthermore, the catalyst could be reused for multiple cycles.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Aref Ghasemi-Ghahsareh, Javad Safaei-Ghomi, Hourieh Sadat Oboudatian
Summary: In this work, l-tryptophan functionalized silica-coated magnetic nanoparticles were prepared and evaluated as a recyclable magnetic nanocatalyst for the synthesis of spiro[indene-2,2'-naphthalene]-4'-carbonitrile derivatives. The obtained nanoparticles showed effective catalytic activity and provided products in moderate to excellent yields under reflux conditions. Various characterization techniques were used to investigate the structure of the nanoparticles.
Article
Biochemistry & Molecular Biology
Flavio Cermola, Serena Vella, Marina DellaGreca, Angela Tuzi, Maria Rosaria Iesce
Summary: The synthesis of glycosides and modified nucleosides is a wide research field in organic chemistry, involving classical coupling reactions and alternative strategies for new C-nucleosides. In this study, a three-step one-pot procedure based on singlet oxygen cycloaddition was used to obtain novel pyridazine C-nucleosides, demonstrating pharmacological interest and stereoselectivity.
Review
Chemistry, Multidisciplinary
Kanokon Upitak, Christophe M. Thomas
Summary: Almost all aspects of daily life involve polymers in some form or the other. However, polymer production is largely based on finite feedstocks. The conversion of biomass into resources suitable for polymer production is a crucial challenge for a more sustainable chemical economy. Catalysis plays an important role in supporting more sustainable plastics production. One-pot catalysis represents an exciting frontier in materials science, enabling the synthesis of sustainable materials for a wide range of applications and reducing the environmental footprint.
ACCOUNTS OF CHEMICAL RESEARCH
(2022)
Review
Chemistry, Multidisciplinary
Dan He, Yawen Li, Fuwen Zhao, Yuze Lin
Summary: High trap density in organic solar cells leads to localized charge carriers and reduced carrier lifetime, limiting device efficiency. This feature article summarizes the recent advances of trap suppression by material design and device engineering.
CHEMICAL COMMUNICATIONS
(2024)
Review
Chemistry, Multidisciplinary
Olivier Monfort, Arshitha Madhusudhan, Martin Motola
Summary: This article presents the advantages of coupling photocatalysis and Fenton-based processes for environmental remediation and discusses their synergy. It critically examines the simultaneous triggering of these two processes and provides insights into research approaches. The study aims to enhance understanding of this complex process and highlight the potential integration of new catalysts in current wastewater treatment technology.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Manideepa Dhar, Chittaranjan Mishra, Avijit Das, Uttam Manna
Summary: An approach of 'polymerization of monomers in its aggregated form' has been introduced to tailor the water wettability of fibrous and porous substrates, achieving hydrophobicity to superhydrophobicity transition, as well as patterned wettability. This facile chemical method provides a durable coating with adjustable and patterned wettability for various potential applications.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Saswat Ranjan Bhoi, Chhanda Debnath, Shikha Gandhi
Summary: In this article, a novel catalytic reaction using Pd(0) and Bronsted acid is reported for the synthesis of biologically important imidazolidinone-fused N-heterocycles through redox-neutral intramolecular N-allylation of indoles and pyrroles with alkynes. This atom-economical method is applicable to a wide range of substrates and eliminates the need for leaving groups or oxidizing agents commonly used in traditional allylation reactions.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Longkun Chen, Mingshuai Zhang, Meichen Liu, Zhuoyuan Liu, Yuetong Qiu, Zhilai Zhang, Fuchao Yu, Jiuzhong Huang
Summary: In this study, an efficient Rh(III)-catalyzed selective mono- and dual-C-H bond functionalization/cyclization with iodonium ylide as the sole coupling partner was demonstrated. Fused benzodiazepine skeletons were obtained in excellent yields, providing an improved approach to dual C-H unsymmetrical functionalization.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Alice Kennett, Sven Epple, Gabriella van der Valk, Irene Georgiou, Evelyne Gout, Romain R. Vives, Angela J. Russell
Summary: This study presents the design and synthesis of sulfated disaccharide inhibitors based on IdoA(2S)-GlcNS(6S), which showed potent inhibition of Sulf-2. The results suggest that IdoA(2S)-GlcNS(6S) is the shortest fragment size required for effective inhibition of Sulfs, and a trisulfated disaccharide is identified as the minimal fragment size of heparan sulfate for effective endosulfatase inhibition.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Mauro Garbini, Andrea Brunetti, Riccardo Pedrazzani, Magda Monari, Massimo Marcaccio, Giulio Bertuzzi, Marco Bandini
Summary: The self-adaptability of galvanostatic electrolysis was found to be helpful in a multistage chemo- and diastereoselective electrochemically promoted cyclodimerization of chalcones. Through a series of reductive events, densely functionalized cyclopentanes with five contiguous stereocenters were obtained (25 examples, yields up to 95%, dr values up to >20:1). Further experimental and electrochemical investigations indicated the crucial role of dynamic kinetic resolution of the aldol intermediate in the reaction mechanism.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Dhananjay S. Nipate, Neha Meena, Prakash N. Swami, Krishnan Rangan, Anil Kumar
Summary: In this study, the synthesis of functionalized benzo[a]phenazines and indazolo[2,3-a]quinolines was achieved through Rh(III)-catalyzed oxidative annulation of 2-arylquinoxalines and 2-aryl-2H-indazoles with allyl alcohols. The method showed a wide substrate scope, excellent functional group tolerance, good to high yields of annulated products, and the capability for scaled-up synthesis. A tentative mechanism of the annulation reaction was proposed based on a preliminary mechanistic investigation.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Ruonan Zhang, Abudukadi Tudi, Xia Yang, Xuping Wang, Zhihua Yang, Shujuan Han, Shilie Pan
Summary: A new lead tellurium borate material with a unique fundamental building block [B4O10] was synthesized and found to exhibit high birefringence. The structure-property relationship was discussed using first-principles calculations.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Amresh Kumar Singh, Baishali Thakurta, Anupam Giri, Monalisa Pal
Summary: This study introduces three key concepts for the quick synthesis of large-scale high-quality 2D materials films and their utilization in device fabrication.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Reina Hagiwara, Shun Nishimura, Kosuke Okeyoshi
Summary: A copolymer-conjugated nanocatalytic system has been developed to improve electron transfer and enhance photoinduced H2 generation.
CHEMICAL COMMUNICATIONS
(2024)