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Controlling the reaction selectivity to achieve a precision synthesis is a constant concern for chemists. Here, we report a palladium-catalyzed deaminative coupling of propargylamines with arylboronic acids to generate allene skeletons. Importantly, this approach allows the regioselective γ-arylation of unactivated propargyl tertiary amines to access various allenes in the absence of amino-activating reagents. We present a wide range of propargylamines and boronic acids and demonstrate the synthetic application of the target products to construct valuable compounds.
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http://dx.doi.org/10.1021/acs.joc.4c02708 | DOI Listing |
J Colloid Interface Sci
September 2025
Department of Chemistry, State Key Laboratory of Porous Materials for Separation and Conversion, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, and iChEM, Fudan University, Shanghai 200438, China. Electronic address:
We present a coordination-inspired strategy for assembling binary nanocrystal superlattices (BNSLs) using CdSe nanotetrapods as symmetry-encoding building blocks. Exploiting their intrinsic tetrahedral geometry, which mimics the sp hybridization of carbon atoms in a diamond lattice, we encode spatially defined binding sites that guide regioselective coassembly with spherical nanocrystals. By tuning the size ratio between components, we achieve both three-dimensional and two-dimensional BNSLs with long-range structural order.
View Article and Find Full Text PDFOrg Lett
September 2025
Hubei Key Laboratory of Pollutant Analysis & Reuse Technology, College of Chemistry and Chemical Engineering, Hubei Normal University, Huangshi 435002, P. R. China.
A regioselective C3-H alkynylation of triazolopyridazines has been achieved via dual gold/silver catalysis employing hypervalent iodine(III) reagents. The transformation proceeds through an alkynyl Au(III) intermediate and a silver-assisted C-H activation pathway, delivering a broad range of 3-alkynylated triazolopyridazines in good to excellent yields. Mechanistic studies, including H/D exchange experiments, reveal that the silver species plays a crucial role in facilitating C-H activation.
View Article and Find Full Text PDFOrg Biomol Chem
September 2025
Department of Chemistry, Indian Institute of Technology Tirupati, Yerpedu - Venkatagiri Road, Yerpedu Post, Tirupati District, Andhra Pradesh 517619, India.
A regioselective C2-alkynylation of indoles ruthenium(II)-catalyzed C-H activation using bromoalkynes is demonstrated under both solution-phase and mechanochemical conditions. The solvent-minimized mechanochemical method delivers comparable yields with reduced reaction time and improved green metrics. Broad substrate scope, gram-scale applicability, and post-functionalization showcase the synthetic utility of this approach.
View Article and Find Full Text PDFOrg Lett
September 2025
School of Chemistry and Chemical Engineering, Hefei University of Technology and Anhui Province Key Laboratory of Value-Added Catalytic Conversion and Reaction Engineering, Hefei 230009, China.
Under visible-light photocatalysis facilitated by cobalt coordination, a highly regio- and stereoselective cycloisomerization reaction of 1,6-enynes has been developed. This method enables the efficient synthesis of various skipped 1,4-diene products with excellent stereoselectivity, using commercially available cobalt catalysts, ligands, and reagents. Notably, the reaction exhibits remarkable regioselectivity (>20:1), stereoselectivity (/ > 20:1), and high yields (58-92%) under mild conditions, along with a broad substrate scope and good functional group tolerance.
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.
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