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Asymmetric Heck Silylation of Unactivated Alkenes.
Angew Chem Int Ed Engl
January 2025
Zhejiang Uiversity, Chemistry, 866 Yuhangtang Road, 310058, Hangzhou, CHINA.
Heck silylation of unactivated alkenes is an efficient strategy for the synthesis of useful organosilicon compounds. However, extensive efforts have been dedicated to only achieving achiral molecules. Herein, a highly regio- and enantioselective cobalt-catalyzed Heck silylation of unactivated alkenes with hydrosilanes is reported for the first time, providing access to axially chiral alkenes in good to excellent yields with 87-98% ee.
View Article and Find Full Text PDFDynamic Kinetic Activation of Aziridines Enables Radical-Polar Crossover (4 + 3) Cycloaddition with 1,3-Dienes.
J Am Chem Soc
January 2025
State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China.
The cycloaddition of aziridines with unsaturated compounds is a valuable method for synthesizing nitrogen heterocycles. However, this process is predominantly substrate-controlled, posing significant challenges in regulating the regioselectivity of the C-N bond cleavage. In this study, we report a nickel-catalyzed dynamic kinetic activation strategy that enables catalyst-controlled activation of aziridines.
View Article and Find Full Text PDFCobalt(II)-Catalyzed Selective C2-H Heck Reaction of Native (N-H) Indoles Enabled by Salicylaldehyde Ligand.
J Org Chem
January 2025
Collaborative Innovation Center for Advanced Organic Chemical Materials Co-Constructed by the Province and Ministry, Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, Hubei Key Laboratory for Precision Synthesis of Small Molecule Pharmaceuticals, College of Chemistry and Chemical Engineering, Hubei University, Wuhan 430062, P. R. China.
Direct functionalization of native (N-H) indoles via C-H activation remains a challenge. Herein, we report a salicylaldehyde-promoted cobalt-catalyzed selective C2-H Heck reaction of native (N-H) indoles with both active and unactivated olefins in the presence of free N-H bonds. A series of structurally diverse C2-alkenylated native (N-H) indoles including natural product and drug derivatives were prepared directly and effectively without additional preprotection and deprotection procedures.
View Article and Find Full Text PDFRecent Progress on the Catalytic Application of Bimetallic PdCu Nanoparticles.
Molecules
December 2024
Department of Molecular and Analytical Chemistry, University of Szeged, Dóm tér 8, H-6720 Szeged, Hungary.
Bimetallic PdCu nanoparticles with different Pd:Cu ratios and morphologies can be synthesized and immobilized on a variety of support materials. Accordingly, PdCu nanoparticles can be efficiently applied as heterogeneous catalysts in a large number of organic transformations including C-C coupling and cross-coupling reactions. As related to their favorable electronic and structural interactions, the catalytic performances of PdCu bimetallic nanoparticles may be superior to monometallic species.
View Article and Find Full Text PDFSuzuki-Miyaura/Mizoroki-Heck coupling cascade to access 2,2'-bifunctionalized biaryls.
Chem Commun (Camb)
January 2025
Medicinal & Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow, Uttar Pradesh 226031, India.
Biaryl motifs are essential structural features in several drugs and functional molecules. Cyclic diaryliodonium has been scarcely explored as a bifunctional agent compared to ring opening and annulation reactions. Herein, a three-component cascade approach is developed to synthesize bifunctionalized biaryls employing cyclic diaryliodoniums as a biarylating agent.
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