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Sequence catalysis merging photoredox catalysis (PC) and nucleophilic catalysis (NC) has been realized for the direct sp(3) C-H acroleination of N-aryl-tetrahydroisoquinoline (THIQ). The reaction was performed under very mild conditions and afforded products in 50-91% yields. A catalytic asymmetric variant was proved to be successful with moderate enantioselectivities (up to 83 : 17 er).
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http://dx.doi.org/10.1039/c3ob42453g | DOI Listing |
Sci Adv
September 2025
Department of Pulmonary and Critical Care Medicine, Targeted Tracer Research and Development Laboratory, Institute of Respiratory Health, Frontiers Science Center for Disease-related Molecular Network, State Key Laboratory of Respiratory Health and Multimorbidity, Institute of Respiratory Health and
Ketonyl -glycosides, a vital subclass of alkyl -glycosides, play essential roles in drug discovery, biochemistry, and materials sciences. However, a practical strategy that merges bench-stable glycosyl donors with styrenes-a ubiquitous class of synthetic building blocks-remains elusive. Herein, we report a simple and general approach for synthesizing ketonyl -glycosides.
View Article and Find Full Text PDFJ Am Chem Soc
August 2025
State Key Laboratory of Advanced Fiber Materials, College of Chemistry and Chemical Engineering, Center for Advanced Low-Dimension Materials, Donghua University, Shanghai 201620, China.
Transition metal-catalyzed carbonylative coupling reactions play a crucial role in the synthesis of functional molecules of use throughout pharmaceutical development, natural products, and material science. This utility is driven by both the efficiency of carbonylation chemistry and the broad presence of the carbonyl functionality in most synthetic materials. Unfortunately, the development of enantioselective carbonylative coupling reactions of alkyl halides and nucleophiles to access the α-chiral motif found in most drugs is, to date, not viable.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
June 2025
State Key Laboratory of Coordination Chemistry, Chemistry and Biomedicine Innovation Center (ChemBIC), Frontier Interdisciplinary Science Research Center, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023, P.R. China.
Artificial metalloenzymes (ArMs) and photoenzymatic catalysis represent two cutting-edge approaches to creating new enzyme reactivity. However, the potential of merging these two strategies remains underdeveloped for enantiocontrolled biotransformations. Herein, we develop a synergistic metalloenzymatic and photoredox catalysis platform to enable enantiodivergent radical alkylation of 2-acyl imidazoles.
View Article and Find Full Text PDFChemSusChem
June 2025
Department of Chemistry, The Chinese University of Hong Kong, Sha Tin, New Territories, Hong Kong, China.
Synthesis of substituted anilines upon nucleophilic addition of secondary amines to cyclohexanone derivatives followed by aromatization of the enamine by employing a combination of Ir-polypyridine complex as a photoredox catalyst and cobaloxime as H-evolution catalyst is developed recently by Leonori et al. In this work, the homogeneous photoredox catalyst is replaced by a heterogeneous and metal-free mesoporous graphitic carbon nitride (mpg-CN). Substituted aromatic amine and H are formed simultaneously.
View Article and Find Full Text PDFJ Org Chem
March 2025
Department of Chemistry and Biochemistry, San Diego State University, San Diego, California 92182, United States.
Dual functionalization in organic synthesis represents a powerful strategy aimed at achieving multiple transformations within a single reaction cycle, thereby streamlining synthetic processes, enhancing efficiency, and imparting economic paths for complex molecules. Here, we report a heterogeneous perovskite nanocrystal (NC) photocatalytic system that can simultaneously drive two photoredox cycles in a single reaction. The dual process incorporates two distinct functional groups (N-heterocycles and bromines) into N-arylamines under the influence of a single catalyst (CsPbBr NCs), allowing for the concurrent formation of two distinct architectures of 3-bromo-N-arylindoles.
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