98%
921
2 minutes
20
Transition metal-catalyzed enantioselective functionalization of ubiquitous C-H bonds has proven to be promising field as it offers the construction of chiral molecular complexity in a step- and atom-economical manner. In recent years, gold has emerged as an attractive contender for catalyzing such reactions. The unique reactivities and selectivities offered by gold catalysts have been exploited to access numerous asymmetric transformations based on gold-catalyzed C-H functionalization processes. Herein, this review critically highlights the major advances and discoveries made in the enantioselective C-H functionalization under gold catalysis which is accompanied by mechanistic insights at appropriate places.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1002/chem.202104371 | DOI Listing |
ACS Electrochem
September 2025
Department of Chemistry, Molecular Sciences Research Hub, Imperial College London, White City Campus, Wood Lane, London W12 0BZ, United Kingdom.
The development of copper-catalyzed C-H functionalization processes is challenging due to the inefficiency of conventional chemical oxidants in regenerating the copper catalyst. This study details the development of a mediated electrosynthetic approach involving triple catalytic cycles in transient C-H functionalization to achieve efficient copper-catalyzed C-(sp)-H sulfonylation of benzylamines with sodium sulfinate salts. The triple catalytic system consists of a copper organometallic cycle for C-H functionalization, an aldehyde transient directing group (TDG) as an organocatalyst for imine formation, and a ferrocenium salt as an electrocatalyst.
View Article and Find Full Text PDFChem Sci
August 2025
Freie Universität Berlin, Institute of Chemistry and Biochemistry, Organic Chemistry Takustr. 3 14195 Berlin Germany
We describe a photomediated protocol for the trifluoromethoxylation of benzylic, aldehydic, and non-activated C-H bonds, using bis(trifluoromethyl)peroxide (BTMP, (FCO)) as the key reagent. Under catalyst-free conditions in acetone, this reaction proceeds with selective functionalization of benzylic methylene groups. Furthermore, by using tetrabutylammonium decatungstate as a photocatalyst, the scope extends to include both non-activated methylene C(sp)-H and formyl C(sp)-H bonds.
View Article and Find Full Text PDFOrg Biomol Chem
September 2025
Organic and Medicinal Chemistry Research Laboratory, School of Advanced Sciences, Vellore Institute of Technology, Vellore-632 014, Tamil Nadu, India.
An efficient synthesis and late-stage C-H functionalization of papaverine under volatile solvent-free conditions are reported. This methodology demonstrates significant potential for applications in the active pharmaceutical ingredient (API) industry, particularly for the sustainable and solvent-free synthesis of papaverine. A plausible reaction mechanism was meticulously elucidated through comprehensive control experiments.
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 PDFNat Chem
September 2025
Division of Medicinal and Process Chemistry, CSIR-Central Drug Research Institute, Lucknow, India.
[2,1]-Azaboranaphthalenes represent unique boron-nitrogen (BN) isosteres of naphthalenes, attracting interest for the development of molecules with enhanced therapeutic potency. The existing synthetic strategies are generally two-component reactions with harsh conditions. Here we report an organocatalysed three-component modular synthesis of ring-fused BN isosteres and BN-2,1-azaboranaphthalenes following ring expansion of unstrained cyclic ketones (n = 4-8) via Wolff-type rearrangement.
View Article and Find Full Text PDF