Article
Chemistry, Organic
Mingzhong Cai, Chengkai Luo, Caifeng Xu, Bin Huang
Summary: Pd(2)dba(3)/XPhos in PEG-2000 has been shown to be a highly stable and efficient catalyst for the borylation of aryl chlorides, delivering a wide variety of aryl boronates in good yields with high functional group tolerance at 110 degrees C. The system allows for easy isolation of crude products through simple extraction of the reaction mixture with cyclohexane, and both the catalyst and system can be recycled and reused more than six times without loss of efficiency.
SYNTHESIS-STUTTGART
(2022)
Article
Chemistry, Multidisciplinary
Wei Sun, Luke Wilding-Steele, Richard C. D. Brown, David C. C. Harrowven
Summary: Benzyloxy iodobenzene ethers can undergo cyclisation to form benzo[c]chromenes under UVC irradiation without the need for reagents or catalysts. The reactions proceed through the generation of triplet aryl cations, 5-exo and 3-exo-cyclisations, and subsequent rearomatisation. This methodology is versatile, convenient, and applicable to various related ring systems.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Alexander Bunnell, Naish Lalloo, Conor Brigham, Melanie S. Sanford
Summary: This report describes a Pd-catalyzed decarbonylative coupling reaction for the synthesis of difluorobenzyl-substituted (hetero)arenes using (hetero)aryl boronate esters. The reaction was found to be highly selective and effective for a range of electronically diverse boronate esters and substituted difluorobenzyl glutarimides.
Article
Chemistry, Physical
Mihir N. Bhagat, Gao-Fong Chang, Charmaine K. Bennett, Arjun Raghuraman, Matthew E. Belowich, Linda J. Broadbelt, SonBinh T. Nguyen, Justin M. Notestein
Summary: Epoxide ring-opening is an important reaction in organic chemistry. We compared catalysts with different Lewis acidities and found that moderately Lewis acidic arylboranes have higher regioselectivity but slower rates in this reaction. Co-catalytic amounts of 1,2-propanediol can suppress deactivation and enhance thermal stabilization and regioselectivity.
APPLIED CATALYSIS A-GENERAL
(2022)
Article
Chemistry, Organic
Bhushanarao Dogga, C. S. Ananda Kumar, Jayan T. Joseph
Summary: An efficient protocol has been developed for the reductive carbonylation of (hetero) aryl halides and triflates under CO gas-free conditions using Pd/Co-2(CO)(8) and triethylsilane. The mild reaction conditions, enhanced chemoselectivity, and easy access to heterocyclic and vinyl carboxaldehydes highlight its importance in organic synthesis.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Jian Luo, Michael. T. T. Davenport, Chad Callister, Shelley. D. D. Minteer, Daniel. H. H. Ess, T. Leo Liu
Summary: In this study, the mechanism of Ni-catalyzed electrochemical aryl amination reactions was investigated through experiments and calculations. The results revealed that the coordination of an amine to the Ni-II catalyst, followed by the generation of a stable Ni-II aryl amido intermediate and reductive elimination, were key steps in the reaction. The findings provide new insights into the mechanism of this reaction and offer guidance for the development of other Ni-catalyzed electrosynthetic reactions.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Organic
Brett Andrew Hopkins, Blane Zavesky, Derick White
Summary: In this study, a palladium-catalyzed cross-coupling reaction between thioacetates and aryl halides is described. The use of a specific catalyst resulted in high yields of thioarene products under mild reaction conditions.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Brett Andrew Hopkins, Blane Zavesky, Derick White
Summary: This paper describes a palladium-catalyzed cross-coupling reaction of thioacetates and aryl halides. Through screening, a unique catalyst was discovered, which allowed for high yields of the desired products under mild reaction conditions. The method offers accessible starting materials and a wide range of reactions, demonstrating its significance in organic synthesis.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Engineering, Electrical & Electronic
Omruye Ozok-Arici, Sefika Kaya, Aykut Caglar, Hilal Kivrak, Arif Kivrak
Summary: A new benzothiophene derivative catalyst was synthesized and its performance in glucose electrocatalysis was tested using electrochemical methods. The results show that electrodepositing Pd metal on the catalyst can significantly improve its catalytic activity and stability.
JOURNAL OF ELECTRONIC MATERIALS
(2022)
Article
Chemistry, Organic
Ramesh Bhawar, Suresh Saini, Kiran S. Patil, D. H. Nagaraju, Shubhankar Kumar Bose
Summary: A recyclable protocol using CeO2-nanorod catalyst for the borylation of alkyl halides with B2pin2 is reported. The catalyst showed broad utility and functional group tolerance, and could be reused up to six times without significant loss of activity.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Mohammad Gholinejad, Mohammad Shojafar, Jose M. Sansano, Vladimir N. Mikhaylov, Irina A. Balova, Rahimeh Khezri
Summary: This article presents a new nitrogen-rich hyperbranched polymer PolyTZ-IL@Pd NPs used for stabilizing Pd nanoparticles, showing efficient catalytic performance in the reduction of nitroarenes and cyanation of aryl bromides and iodides.
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Patrizio Orecchia, Desislava Slavcheva Petkova, Roland Goetz, Frank Rominger, A. Stephen K. Hashmi, Thomas Schaub
Summary: The Suzuki-Miyaura coupling reaction is used to synthesize crop protection-relevant active ingredients from electron-poor aryl chlorides in water, with optimized reaction conditions allowing for high yields and scalability. The method has been successfully applied to the large-scale production of fungicides.
Article
Chemistry, Physical
Kohei Nishi, Hayato Tsurugi, Kazushi Mashima
Summary: Chromium(III) trichloride combined with aryl/alkyl Grignard reagents showed high catalytic activity for the synthesis of syn-2-aryl/alkyl-1,2-dihydronaphthalen-1-ols through the ring-opening aryl/alkylation of 7-oxabenzonorbornadiene derivatives. The chromium catalyst allowed the use of unstable aryl Grignard reagents with esters and N-protecting groups. In situ formed diarylchromate(I) from tetraarylchromate(III) was identified as the active species in this catalytic reaction based on control experiments.
Article
Chemistry, Organic
Tomohiro Yasukawa, Zhiyuan Zhu, Yasuhiro Yamashita, Shu Kobayashi
Summary: A ligand-free approach using polysilane/alumina-supported palladium nanoparticles has been developed for carbonylative Suzuki-Miyaura coupling reactions to synthesize diaryl ketones. This method shows high yields and selectivities even with low catalyst loading under atmospheric pressure of CO gas. The immobilized palladium nanoparticles can be easily recovered by filtration and maintain catalytic activity for several runs.
Article
Polymer Science
Hyunwoo Park, Jaeho Lee, Soon-Hyeok Hwang, Daeun Kim, Soon Hyeok Hong, Tae-Lim Choi
Summary: By modulating boronates, the rate of the Suzuki-Miyaura CTP (SCTP) reaction can be controlled, achieving precision synthesis of polymers.
Article
Chemistry, Organic
Dilek Isik Tasgin, Irem Bayraktar
Summary: We present a synthetic method for pyrrolizine-3-one derivatives and investigate their photophysical properties. These compounds are prepared through a series of reactions involving substituted pyrroles in one-pot, two-step oxidation, and intramolecular cyclization processes. The photophysical properties of the synthesized compounds are studied using UV-Vis and fluorescence spectroscopy in various solvents. The introduction of pyrrolyl substituents has a significant impact on Stokes shifts and quantum yield values.
SYNTHETIC COMMUNICATIONS
(2024)
Article
Chemistry, Organic
Satish Kumar Burra, Vaikunta Rao Lakinani, Raghunadh Akula, Chiranjeevi Yankkanti
Summary: A novel and green strategy for the construction of biologically relevant substituted indolyl-4H-chromenes scaffolds is reported, using L-proline as a catalyst and water as a promoter solvent. This catalytic system offers wider applicability, shorter reaction times, and high yields, making it an ideal condition for green chemistry.
SYNTHETIC COMMUNICATIONS
(2024)
Review
Chemistry, Organic
Abouelhaoul El Alami, Amine El Maraghi, Fatima Youssoufi, Assiya Atif, Hamid Sdassi
Summary: Nitrobenzimidazoles have become increasingly important in the design of new compounds in medicinal, therapeutic and chemical fields. This review provides an overview of the synthesis strategies and biological activities of nitrobenzimidazole derivatives.
SYNTHETIC COMMUNICATIONS
(2024)
Article
Chemistry, Organic
Nilesh Raghunath Khedkar, Alex Joseph, Milind Sindkhedkar
Summary: In this study, a new library of 3-(2-(pyrimidin-5-yl)thiazol-4-yl)-1,2,4-oxadiazole compounds was designed and synthesized as potential anticancer agents using in silico fragment-based drug design. The compounds were tested for their anticancer activity in vitro, and one compound exhibited excellent activity against multiple cancer cell lines.
SYNTHETIC COMMUNICATIONS
(2024)
Article
Chemistry, Organic
Terungwa H. Iorkula, Bryce A. Tolman, Scott R. Burt, Matt A. Peterson
Summary: A new method for synthesizing C-6 substituted products has been discovered in this study, which utilizes lower doses of fluoride and CsF as a catalyst, with high reaction yields and cost-effectiveness under suitable conditions.
SYNTHETIC COMMUNICATIONS
(2024)
Review
Chemistry, Organic
Ranjana Aggarwal, Swati Sharma
Summary: This review article mainly focuses on the synthesis of 3(5)-trifluoromethylpyrazoles via condensation reaction of trifluoromethyl-beta-diketones with hydrazines. It emphasizes the importance of fluorine-containing compounds and pyrazoles in the field of biology. The literature reported condensation reactions of trifluoromethyl-beta-diketones with hydrazines are covered.
SYNTHETIC COMMUNICATIONS
(2024)
Article
Chemistry, Organic
F. M. Alshareef, Sami A. Al-Harbi, Esam S. Allehyani, Omeima Abdullah, Magdy A. Ibrahim
Summary: This study aimed to construct a novel category of linear annulated chromeno[3',2':5,6]pyrido[2,3-d][1,3]thiazolo[3,2-a]pyrimidines. The chemical reactivity of the synthesized compounds was investigated, and they showed significant antimicrobial activity against various strains.
SYNTHETIC COMMUNICATIONS
(2024)
Article
Chemistry, Organic
Preethi Dhanapal, S. L. Manju
Summary: Thiazole based Schiff base scaffolds have become an integral part of drug development in recent years, playing a versatile role as building blocks for lead drug molecules. This study presents a facile one pot synthetic method for producing novel 4-aryl thiazoles with high yield, shorter reaction time, and milder conditions, without the need for catalysts or purification techniques.
SYNTHETIC COMMUNICATIONS
(2024)