A nickel-catalyzed site-selective tandem cyclization of 1,6-diynes with substituted indolines or indoles through consecutive dual C-H bond activation is described. In the reaction, substituted fused indole and carbazole derivatives were observed in good to excellent yields, in which three consecutive C-C bonds formed in one pot. Later, in the presence of DDQ, the aromatization of the indoline derivative was converted to the indole derivative. A possible reaction mechanism involving dual C-H bond activation as a key step was proposed to account for the present reaction.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.joc.3c01463 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
C-C bond coupling with sp C-H bond via active intermediates from CO hydrogenation.
Nat Commun
January 2025
Key Laboratory of advanced catalysis, College of Chemistry and Chemical Engineering, Lanzhou University, 730000, Lanzhou, China.
Article Synopsis
- CO hydrogenation has been identified as a more sustainable and efficient alternative to methanol in the side-chain alkylation of 4-methylpyridine (MEPY) using a ZnZrO/CsX tandem catalyst, achieving a conversion rate of 19.6%.
- This new method results in 82% selectivity for 4-ethylpyridine (ETPY) and demonstrates 6.5 times greater activity compared to traditional methanol-mediated processes.
- The success of this catalytic process is attributed to the dual functionality of the catalyst components, facilitating both CO hydrogenation and the activation of C-H and C-C bonds, with CHO* species acting as the crucial intermediate.
Proton Transfer Anionic Polymerization of Methyl Methacrylate with Ligands for Dual Control of Molecular Weight and Tacticity.
Precis Chem
December 2024
Department of Molecular and Macromolecular Chemistry, Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan.
Dual control of the molecular weight and tacticity in proton transfer anionic polymerization (PTAP) of methyl methacrylate (MMA) was investigated by using various ligands in the presence of a bulky potassium base catalyst and an organic compound with a weakly acidic C-H bond as dormant species in toluene at 0 °C. The tacticity of the resulting poly(MMA) (PMMA) produced without ligands was nearly atactic (// = 22/54/24). However, the use of 18-crown-6 as a ligand afforded predominantly syndiotactic PMMA ( ≈ 58%), whereas the use of chiral bis(oxazoline) ligands gave slightly isotactic-rich PMMA ( ≈ 32%).
View Article and Find Full Text PDFEnhancing fish sludge bioconversion kinetics for nutrient recovery in aquaponics using a modified biological aerated filter with a novel media of polyhedral hollow spheres.
J Environ Manage
December 2024
School of Environmental Science & Engineering, Shanghai Jiao Tong University, Shanghai, 200240, China; Yazhou Bay Institute of Deepsea Science and Technology, Shanghai Jiao Tong University, Hainan, 572025, China. Electronic address:
Nutrient recovery from aquaculture sludge is vital for promoting hydroponic plant growth and achieving near-zero solid waste discharge in aquaponic systems. Modified biological aerated filters (MBAFs) are promising because of the dual capabilities of aquaculture sludge collection and aerobic mineralization. However, the bioconversion kinetics, which is indirectly related to the packed media, need to be improved.
View Article and Find Full Text PDFUnveiling the Centrosymmetric Effect in the Design of Narrowband Fluorescent Emitters: From Single to Double Difluoroboron Cores.
J Am Chem Soc
December 2024
Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu 610064, People's Republic of China.
Narrowband fluorescent emitters are receiving significant attention due to the great potential for creating ultrahigh-definition organic light-emitting diode displays (UHD-OLED). Unveiling innovative mechanisms to design new high-performance narrowband fluorescent emitters is a concerted endeavor in both academic and industrial circles. Theoretical calculations reveal that the centrosymmetric dianilido-bipyridine boron difluoride framework (-DAPBF) exhibits significantly reduced structural relaxation compared to previously reported asymmetric structures with monofluoroboron cores, creating new opportunities for the development of narrowband fluorescent emitters.
View Article and Find Full Text PDFFerric nitrene-promoted anti-Markovnikov ring-opening of epoxides and nucleophilic functionalization of benzylic C-H bonds under photo-irradiation.
Chem Commun (Camb)
December 2024
College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing 314001, Zhejiang, China.
This paper describes a ferric nitrene/photoredox dual-catalyzed anti-Markovnikov ring-opening of epoxides under neutral conditions for providing α-substituted acetophenones. A DFT-based calculation supported the reaction regioselectivity. The catalytic system could also be applied to the formation of C-O and C-N bonds nucleophilic functionalization of benzylic C-H bonds.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!