Article
Chemistry, Organic
Keisuke Takahashi, Shunya Kudo, Kiharu Kawamura, Taichi Kusakabe, Shoko Kikkawa, Isao Azumaya, Keisuke Kato
Summary: The proposed structure of mohangic acid C (3) was synthesized through a series of reactions, which selectively introduced specific functional groups and constructed the overall framework of the molecule.
Article
Chemistry, Multidisciplinary
Tengda Si, Hun Young Kim, Kyungsoo Oh
Summary: This new method combines copper-containing amine oxidase and aldehyde dehydrogenase to provide new insights into mechanistic aspects of imine oxidation, allowing the use of molecular oxygen and TBHP for safe amine oxidation suitable for industrial applications.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Jia Qiu, Yougen Xu, Shimin Su, Yadong Gao, Peiyuan Yu, Zhixiong Ruan, Kuangbiao Liao
Summary: This study developed an auto machine learning model to predict the yield of TEMPO-catalyzed oxidation reactions of primary alcohols. By utilizing a large dataset of high-throughput experimentation data and descriptors, the model demonstrated excellent predictive performance in independent and external tests, and revealed a new relevant descriptor for yield prediction.
CHINESE JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Organic
Zhengqiang Fu, Xinghua Wang, Sheng Tao, Qingqing Bu, Donghui Wei, Ning Liu
Summary: The development of a new transition metal catalyzed amide forming reaction with a wide substrate scope and low catalyst loading represents a novel approach to overcome the limitations of traditional methods.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Oscar M. F. Lama, Diego A. Roa, Alma Arevalo, Juventino J. Garcia
Summary: The hydrodeoxygenation (HDO) of different fatty acids (FAs) was successfully achieved using commercially available nickel(II) compounds as catalysts and silanes as reducing agents under mild reaction conditions. By fine-tuning the reaction conditions and using relatively mild conditions without additives, high conversions (83% to >=99%) and good selectivity were obtained for the carboxylic group reduction of fatty acids, yielding aldehydes, alcohols, and hydrocarbons. The reaction mechanism was investigated using a synthesized and characterized reaction intermediate [Ni(C15H31COO)(2)(H2O)(2)], which demonstrated as an active catalyst.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Organic
Xiao-Xiao Yan, Wen-Xiu Lu, Jian-Gang Mao, Jian Xing, Hong-Yu Tang, Shu-Yi Huang, Wen Jiang
Summary: A concise and efficient synthesis method of direct esterificationof aldehydes via Pd-catalyzed C-H bond activation of aldehydegroup has been developed. The strategy avoids the preoxidation stepof aldehyde or use of condensing agents in ester synthesis, and is applicable to various alcohols and difficult-to-esterify phenolics. The methodology has the significant advantages of broad substrate scope, mild reaction conditions, and nonrequirement of additional oxidants.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Donghui Guo, Qiupeng Peng, Bei Zhang, Jian Wang
Summary: The novel method described in this report allows for the atroposelective generation of axially chiral amino esters using hemiaminals formed in situ, with a wide substrate scope, good functional group tolerance, and rapid assembly of axially chiral amino esters with high enantioselectivities in good to high yields.
Article
Chemistry, Multidisciplinary
Yibo Yu, Di Zhai, Zhengnan Zhou, Sheng Jiang, Hui Qian, Shengming Ma
Summary: In this article, a copper-catalyzed aerobic oxidation of primary alcohols to carboxylic acids with TEMPO and KHSO4 as co-catalysts is reported. The reaction demonstrates excellent substrate scope and functional group compatibility under mild conditions. Even sensitive chiral alcohols, chiral amino alcohols, and alcohol-containing steroid skeletons can be oxidized to the corresponding carboxylic acids or lactones without racemization.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Xue Liu, Long Liu, Tianzeng Huang, Jingjing Zhang, Zhi Tang, Chunya Li, Tieqiao Chen
Summary: The trifluoromethylation of benzoic acids using anhydrides as in situ activating reagents allows for a wide range of carboxylic acids to react efficiently, providing a facile method for preparing aryl trifluoromethyl ketones from readily available starting materials.
Article
Chemistry, Organic
Joshua K. Mitchell, Waseem A. Hussain, Ajay H. Bansode, Ryan M. O'Connor, Dan E. Wise, Michael H. Choe, Marvin Parasram
Summary: Here, a protocol for anaerobic oxidation of alcohols, amines, aldehydes, and imines is reported using photoexcited nitroarenes. Mechanistic studies show that photoexcited nitroarenes undergo double hydrogen atom transfer (HAT) steps with alcohols and amines, leading to ketone and imine products. In the presence of aldehydes and imines, successive HAT and oxygen atom transfer (OAT) events occur, yielding carboxylic acids and amides, respectively. The use of a continuous-photoflow setup reduces reaction times.
Article
Chemistry, Multidisciplinary
Enrico Bergamaschi, Danijela Lunic, Liam A. McLean, Melissa Hohenadel, Yi-Kai Chen, Christopher J. Teskey
Summary: This study demonstrates, for the first time, the ability to use light to distinguish between ketones and carboxylic acids in more complex molecules. By utilizing different activation modes, a single catalytic system can be used for hydroboration, with chemoselectivity dictated solely by the presence or absence of visible light.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Kimihiro Komeyama, Takuya Michiyuki, Yoshikazu Teshima, Itaru Osaka
Summary: The scope of the Giese reaction is expanded using readily available alkyl tosylates as substrates and nucleophilic cobalt(i) catalysts under visible-light irradiation, preferentially with less bulky primary alkyl tosylates. This unique reactivity enables the regio-selective Giese reaction of polyol derivatives.
Article
Chemistry, Physical
Chong Liang, Wei Zhao, Shangshang Ma, Dingkai Wang, Xutang Liu, Linyang Dong
Summary: The effect of adding acidic ionic liquids (ILs) to the heteropoly acid/H2SO4 catalytic system on the aerobic oxidation of lignite was investigated. The combination of H5PMo10V2O40 (HPA-2) and 1-methyl-3-(4-sulfobutyl) imidazolium (MIMBS) with a molar ratio of 0.3 showed excellent performance for the catalytic oxidation of lignite. The addition of MIMBS increased the yields of carboxylic acids (CAs) and reduced the concentration of H2SO4 required for maximum CAs yield.
JOURNAL OF MOLECULAR LIQUIDS
(2023)
Article
Chemistry, Organic
Dangui Wang, Wentao Zhang, Xunbo Lu, Hongwei Zhou, Fangrui Zhong
Summary: Novel cinchona alkaloid derived iodide catalysts were developed for the enantioselective oxidative alpha-amination of 2-oxindoles, providing various functionalized spiropyrrolidine oxindoles in high yields and with good enantioselectivities. This iodide/ROOH catalytic system features a one-step synthesis of a catalyst with multiple functionalities, ease of operation, and good scalability, thereby enriching the repertoire of iodide catalysis for enantioselective oxidative coupling reactions.
Article
Chemistry, Applied
Bence S. Nagy, C. Oliver Kappe, Sandor B. otvos
Summary: This study developed a flow chemistry-based process for the oxidation of aldehydes, which enhances process safety by minimizing peracid accumulation. Carboxylic acid formation can be chemically intensified and scalable even in the reactions of deactivated substrates under continuous flow conditions.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
