Article
Chemistry, Organic
Xiaona Yang, Yunfei Guo, Hong'en Tong, Hongyu Guo, Rongfang Liu, Rong Zhou
Summary: In this study, a novel metal-free oxidation method for alcohols to carbonyls mediated by visible light was reported. By the synergistic combination of organophotocatalyst 4CzIPN and a thiol hydrogen atom transfer catalyst, a wide range of alcohols including benzylic alcohols and aliphatic alcohols were easily oxidized to carbonyls in moderate to excellent yields. Site-selective oxidation was also achieved by this protocol. Mechanistic investigation revealed that the oxidation proceeds through an oxidative radical-polar crossover process to obtain an α-oxy carbon cation.
Article
Chemistry, Physical
Keigo Kamata, Nanami Kinoshita, Maki Koutani, Ryusei Aono, Eri Hayashi, Michikazu Hara
Summary: Beta-MnO2 nanoparticles with high specific surface areas were synthesized successfully and exhibited excellent catalytic activity and selectivity in the oxidation reaction of aromatic and heteroaromatic alcohols. The catalyst could also be used for the one-pot synthesis of nitriles and amides in the presence of ammonia, without the need for additional additives.
CATALYSIS SCIENCE & TECHNOLOGY
(2022)
Article
Multidisciplinary Sciences
Yujing Li, Huihui Luo, Shuo Wang, Lei Li, Guosong Li, Wen Dai
Summary: An efficient protocol for the oxidative cleavage of C-C bonds in alkynes using heterogeneous cobalt nanoparticles as catalyst with molecular oxygen as the oxidant has been developed. A diverse set of mono- and multisubstituted aromatic and aliphatic alkynes can be effectively cleaved and converted into esters. The high surface area and pore volume, as well as the nanostructured nitrogen-doped graphene-layer coated cobalt nanoparticles, are possibly responsible for excellent catalytic activity.
Article
Chemistry, Organic
Rui Wang, Pengchao Sun, Weiwei Jin, Yonghong Zhang, Bin Wang, Yu Xia, Fei Xue, Ablimit Abdukader, Chenjiang Liu
Summary: This paper developed two efficient methods for the oxidative cleavage of C-C single bonds of vicinal tertiary diols and discussed their advantages and limitations. The results of the study demonstrate that the organic electrosynthesis method is greener and more efficient.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Materials Science, Multidisciplinary
Yongke Hu, Jiawei Xia, Jin Li, Huaju Li, Yanxing Li, Shaozhong Li, Chuansong Duanmu, Bindong Li, Xin Wang
Summary: A highly efficient nitrogen-doped carbon black-supported PdBi alloy nanocatalyst has been developed for the direct oxidative esterification of alcohols, displaying outstanding catalytic performance, broad substrate scope, and easy recyclability. The catalyst's superior activity is attributed to its unique structure involving synergetic electronic effects between Pd and Bi, surface modulation by acidification and N doping, and efficient adsorption of reactants. This study offers a promising eco-friendly catalytic system with potential industrial applications.
JOURNAL OF MATERIALS SCIENCE
(2021)
Article
Chemistry, Multidisciplinary
Shi-Jun Li, Wei Fang, Jeremy O. Richardson, De-Cai Fang
Summary: Studies show that the low spin state of FeCl3/TEMPO is more favorable for hydrogen abstraction, with the N atom being the preferred hydrogen acceptor. It is discovered that dispersion interactions and nuclear tunneling can accelerate the reaction process.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Qiangwen Fan, Dawei Liu, Zongbo Xie, Zhanggao Le, Haibo Zhu, Xiuqing Song
Summary: A cost-effective and highly efficient photocatalytic method for selectively oxidizing alcohols into aldehydes/ketones at ambient temperature has been developed in this study. The CsPbBr3 perovskite photocatalyst exhibited a conversion yield of 99% under an air atmosphere. Additionally, the photocatalyst could be recycled multiple times without significant decrease in catalytic activity. The detailed reaction mechanism was elucidated through a series of quenching experiments and theoretical calculations.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Ming Gong, Hui Zhao, Chengsi Pan, Yuming Dong, Yingxin Guo, Haixia Li, Jiawei Zhang, Guangli Wang, Yongfa Zhu
Summary: Interface Pt-O bonded Pt-Ov-BiOBr catalysts were designed for photocatalytic selective oxidation of 5-hydroxymethylfurfural (HMF). The Pt-O bond on the unsaturated coordination environment of Ov-BiOBr serves as an electron transport channel to efficiently generate O-2(-). Photogenerated h(+) gathers at the Pt-Ov-BiOBr interface to oxidize HMF to carbon-centered radicals. The spatial proximity of O-2(-) and carbon-centered radicals at the Pt-Ov-BiOBr interface promotes reciprocal collisions and reactions, enhancing the efficiency of HMF photocatalytic selective oxidation.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Han Yu, Jingjing Ren, Ya Xie, Xiaofang Su, Aiping Wang, Likai Yan, Feng Jiang, Yongge Wei
Summary: A new catalytic system using an iron compound as a molecular catalyst in water, with oxygen as the oxidant and KCl as the additive, allows for the high-yield oxidation of various alcohols to carboxylic acids under mild conditions, including active molecules and natural compounds.
Article
Chemistry, Multidisciplinary
Yongzhi Hu, Huiqing Hou, Ling Yu, Sunying Zhou, Xianghua Wu, Weiming Sun, Fang Ke
Summary: The oxidative tandem cyclization of primary alcohols with 2-aminobenzamides to synthesize quinazolinones using K2S2O8 as a radical surrogate under undivided electrolytic conditions is a green, mild, and practical method with high efficiency and excellent functional group tolerance. The use of continuous-flow electrochemical setups allows for easy scalability of the reaction.
Article
Chemistry, Inorganic & Nuclear
Wei Zhong, Jiabin Luo, Zhenzhen Liu, Guangli Zhan, Lihua Zhu, Chunxin Lu, Zhongquan Shen, Xueming Li, Xiaoming Liu
Summary: This study investigated the mechanistic aspects of CuI-catalyzed aerobic oxidation of alcohols using N,N,N',N'-tetramethylethylenediamine (TMEDA) as a ligand and 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO) as a co-catalyst. The system exhibited excellent catalytic activity for selective oxidation of primary alcohols, yielding quantitative results on a preparative scale. Through mechanistic investigation, two binuclear copper complexes (1 and 2) were isolated, with 1 being an intermediate in the catalytic cycle initiated by CuI. However, an independent catalytic pathway was observed for complex 2, which maintained its dinuclear integrity throughout the process.
INORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Organic
Xianglin Yu, Zhiliang Tang, Kun He, Weina Li, Jun Lin, Yi Jin
Summary: A catalyst-free method for the regioselective hydrated ring-opening and formylation of quinazolinones has been developed. The reaction allows for direct arylation of two nitrogen atoms on quinazolinones and selective ring-opening and subsequent acylation of methyleneamine through nucleophilic addition of a water molecule to an imine carbon atom. The method exhibits reasonable functional group compatibility and provides efficient synthesis of various N-arylformyl derivatives.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Martin S. Maier, Andrej Shemet, Dirk Trauner
Summary: The 2'-phosphodiesterase inhibitor A-74528 is a complex type II polyketide with intriguing biosynthesis and unusual biological activity. This study focuses on the synthesis of A-74528, specifically the construction of its carbon skeleton and the installation of its stereocenters. The strategy involves various reactions to establish carbocycles and append the pyrone moiety.
Article
Chemistry, Organic
Changhui Dai, Yijie Shen, Yifan Wei, Ping Liu, Peipei Sun
Summary: The dioxygenation of alkenes through the combination of electrochemical synthesis and aerobic oxidation presents a green and efficient method for the synthesis of alpha-oxygenated ketones. The protocol, which uses air as the oxygen source and excludes transition metals, is compatible with a wide range of alkenes and N-hydroxyimides, yielding moderate to high amounts of alpha-oxygenated ketones.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Aswathi Ravindran, Maheepal Yadav, Manoharan Muthu Tamizh, Nattamai Bhuvanesh, Sunandan Sarkar, Ramasamy Karvembu
Summary: A series of Ru(II)-p-cymene complexes based on ferrocene-hydrazone were investigated for their catalytic activity in acceptorless dehydrogenative coupling (ADC) reactions. The Ru(II)-p-cymene isonicotinic Fc-hyrazone complex showed better performance in the solvent-free synthesis of 1,2-disubstituted benzimidazoles (up to 88%) and quinazolinones (up to 95%). The catalytic experiments demonstrated good to moderate yields, with hydrogen and water as the only by-products.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)
