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An unprecedented cross-dehydrogenative-coupling (CDC) reaction of saturated aldehyde β-C-H with arenes to form cinnamaldehydes via the cleavages of four C-H bonds has been developed. The reaction possesses complete E-stereoselectivity for the C═C double bond. The protocol is featured by atom and step economy, mild reaction conditions, and convenient operation.
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http://dx.doi.org/10.1021/acs.orglett.9b00695 | DOI Listing |
Biol Methods Protoc
June 2025
LARN Laboratory (LARN-NARILIS/NISM), University of Namur, Namur, B-5000, Belgium.
The precise determination of viral titers in virological studies is a critical step to assess the infectious viral concentration of a sample. Although conventional titration methods, such as endpoint dilution or plaque forming units are the gold standards, their widespread use for screening experiments remains limited due to the time-consuming aspect and resource-intensive requirements. This study introduces a rapid and user-friendly high-throughput screening assay for evaluating viral titers.
View Article and Find Full Text PDFOrg Biomol Chem
September 2025
Department of Chemistry, Indian Institute of Engineering Science and Technology (IIEST), Shibpur, P O- Botanic Garden, Howrah- 711103 (WB), India.
A simple yet efficient method involving a visible-light-induced direct, regioselective chalcogenation of indoloquinoxaline derivatives has been developed. Thiols, disulfides and diselenides were found to be efficient as chalcogenating agents in the presence of Rose Bengal as a photosensitizer. This photoinduced C-H functionalization a cross-dehydrogenative-coupling (CDC) protocol was carried out at ambient temperature under an open-air atmosphere.
View Article and Find Full Text PDFOrg Biomol Chem
September 2025
Phosphorus Laboratory, Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400076, India.
Herein, we report a simple, microwave-assisted and open-air strategy for gram-scale C3-alkylation of indoles, along with an economically viable strategy for epoxide opening followed by α-alkylation, using the [RuCl(bpy){-PhPCHCONCHPPh-}-κ-(,,,,)] complex (hereafter referred to as [PNP-Ru]). This transformation proceeds an alcohol dehydrogenation (oxidation) mechanism, with water being the sole byproduct in both reactions, underscoring the environmentally benign and sustainable nature of the methodology. The protocol efficiently delivers both mono- and bis(indolyl) derivatives in good to excellent yields.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
September 2025
Hefei National Research Center for Physical Sciences at the Microscale, School of Chemistry and Materials Science, State Key Laboratory of Precision and Intelligent Chemistry, National Synchrotron Radiation Laboratory, University of Science and Technology of China, Hefei, Anhui, 230026, China.
The construction of C─N bonds from simple precursors under ambient conditions is a fundamental challenge in green chemistry, especially when it comes to avoiding energy-intensive protocols. Here, we present a continuous flow photocatalytic platform that enables the efficient coupling of C─N bonds between methanol and ammonia at ambient temperature and pressure. By synergistically engineering a Pd clusters-decorated TiO photocatalyst (1Pd/TiO) and a mass transfer-enhanced gas-liquid-solid Taylor flow reactor, the system achieves a remarkable formamide productivity of 256.
View Article and Find Full Text PDFJ Am Chem Soc
September 2025
Department of Chemistry and Biochemistry, The University of Texas at Dallas, Richardson, Texas 75080-3021, United States.
The direct transformation of C-H bonds into C-C bonds via cross-dehydrogenative coupling (CDC) represents a powerful strategy in synthetic chemistry, enabling streamlined bond construction without the need for prefunctionalized substrates. While traditional CDC approaches rely on polar mechanisms and preactivation of one of the C-H partners, recent advances have introduced radical-based strategies that employ a hydrogen atom transfer (HAT) approach to access carbon-centered radicals from unactivated substrates. Herein, we report a nickel-catalyzed CDC reaction between aldehydes and alkenes for the synthesis of skipped enones, leveraging aryl radicals as intermolecular HAT agents.
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