Article
Engineering, Chemical
Oanh T. K. Nguyen, Trinh Duy Nguyen, Tran Huu Quang, Tran Huu Huy, Pham Quynh Trang, Do Trung Sy
Summary: A bimetallic-catalyzed oxidative esterification reaction was used to efficiently synthesize alpha-acyloxy ethers from cyclic ether substrates and aromatic acids. The bimetallic organic frameworks catalyst showed good performance in promoting this reaction.
CHEMICAL ENGINEERING & TECHNOLOGY
(2022)
Article
Chemistry, Organic
Jiayuan Wang, Youwan Ye, Tongzhi Sang, Chenxing Zhou, Xiazhen Bao, Yong Yuan, Congde Huo
Summary: A general C(sp3)-H/C(sp3)-H dehydrogenative coupling strategy for the preparation of various natural or unnatural amino acids from readily available glycine derivatives and hydrocarbons is reported, which involves a combination of SET and HAT process.
Article
Chemistry, Organic
Huan Cao, Chao-Jiu Long, Dan Yang, Zhi Guan, Yan-Hong He
Summary: An unprecedented electrochemical cross-dehydrogenative coupling reaction has been developed for the direct synthesis of alpha-substituted isochromans. This method allows for the direct activation of C(sp3)-H bond adjacent to the O atom of isochroman. It has high atom economy, does not require a chemical oxidant, and is carried out under mild conditions using methanesulfonic acid as both electrolyte and catalyst, making it convenient and environmentally friendly. Gram-scale experiments and synthesis of antitumor active compounds demonstrate the practical applicability of this protocol.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Huan Cao, Chao-Ji u Long, Dan Yang, Zhi Guan, Yan-Hong He
Summary: An unprecedented electrochemical cross-dehydrogenative coupling reaction has been developed for the direct synthesis of α-substituted isochromans by coupling isochroman with unactivated ketones. This method allows for the direct activation of the C(sp(3))-H bond adjacent to the O atom of isochroman and features high atom economy, chemical oxidant-free conditions, and mild reaction conditions. Methanesulfonic acid (MsOH) serves as both electrolyte and catalyst, making the process more convenient and environmentally friendly. Gram-scale experiments and synthesis of antitumor active compounds demonstrate the practical potential of this protocol.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Tian-Ci Wang, Ling Zhu, Shiwei Luo, Zhong-Sheng Nong, Pu-Sheng Wang, Liu-Zhu Gong
Summary: Asymmetric functionalization of the C(sp(3))-H bond using chiral phosphoramidite-palladium catalysis was successfully achieved in this study, leading to the synthesis of enantioenriched beta-amino-gamma,delta-unsaturated carbonyl derivatives and providing a key intermediate for the asymmetric synthesis of Focalin. The research also revealed an umpolung reactivity of N-allylimines through a concerted proton and two-electron transfer process.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Shantonu Roy, Sudip Karmakar, Imtiaj Mondal, Koushik Naskar, Writhabrata Sarkar, Indubhusan Deb
Summary: A simple and sustainable electrochemical method has been developed for the direct synthesis of C9-functionalized N-alkyl-acridanes from acridanes and benzo fused lactones. This reaction proceeds under metal- and external oxidant-free conditions at ambient temperature, and provides good to excellent yields. The anodic oxidation of acridanes allows for a broad substrate scope and high functional-group tolerance, enabling the synthesis of a wide range of fluorescence-active acridanes with high quantum yields.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Zhao-Yang Liu, Wei-Yu Peng, Waseem Akram, Jia-Wei Lai, Hao Zhang, Hai-Yang Liu
Summary: Copper corrole complex was used as a catalyst for oxidative esterification of cyclic ether and carboxylic acid via cross-dehydrogenative coupling (CDC) reaction, achieving good to excellent yields. The catalyst showed promising potential with a high turnover number (TON) of 8400 at only 0.01% loading, demonstrating practical utility.
Article
Chemistry, Multidisciplinary
Zhuang Wang, Kaikai Niu, Yuxiu Liu, Hongjian Song, Qingmin Wang
Summary: A mild and convenient protocol for the synthesis of alpha-alkoxy isochroman derivatives has been reported in this study. The electrochemical alpha-C(sp(3))-H/O-H cross-coupling reactions of isochromans and alcohols in the presence of benzoic acid were used, which facilitated the electro-oxidation process and increased the product yield. The desired coupling products were obtained in moderate to high yields.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Nihal S. Tabasi, Sertac Genc, Derya Gulcemal
Summary: An acceptorless dehydrogenative coupling of primary alcohols to carboxylic acids/carboxylates, esters, and Guerbet alcohols was developed under aerobic conditions using an N-heterocyclic carbene iridium(i) catalyst. The selectivity of the products can be easily adjusted by modifying reaction conditions such as catalyst and base amounts, choice of base, and reaction temperature.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Organic
Sheng-Yun Zhou, Ding Zhang, Xiao-Jie Liu, Jing-Hao Qin, Zheng-Li Fu, Shuang-Long Li, Fang-Jun Cai, Yang Li, Jin-Heng Li
Summary: A novel photoredox-catalyzed C(sp(3))-C(sp(3)) cross-coupling reaction between N-arylamines and cycloketone oxime esters has been achieved under mild conditions. The redox-neutral reaction shows good functional group tolerance and excellent regioselectivity without the need for additional base or ligand control. Furthermore, this approach has been successfully applied for the late-stage modification of short peptides and analogues.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Wei Wei, Xiaodan Zhao
Summary: The carbon-carbon bond-forming cross-dehydrogenative coupling reaction using organoselenium catalysis involving a high-valent para-methoxyphenyl selenium species has been developed. This method enables the synthesis of alpha,alpha-disubstituted alpha-amino acid derivatives with excellent regioselectivities through vinyl or allylic C-H functionalization. The generality of this method has been demonstrated by the cross-coupling of an alkene with an oxindole and the direct functionalization of electron-rich arenes with azlactones.
Article
Chemistry, Organic
Zichen Wang, Huaquan Fang, Guixia Liu, Zheng Huang
Summary: In this study, a pincer Ru-catalyzed dual intramolecular dehydrogenative silylation of primary C(sp(3))-H bonds was reported. The reaction demonstrated high efficiency, scalability, and good functional group tolerance, allowing for facile and atom-economical access to structurally diverse silicon-centered spirocycles, including unprecedented oxa-spirosilabiindanes and aza-spirosilabiindanes.
Article
Chemistry, Organic
Yaowen Liu, Chunyu Han, Hongwei Shi, Alexandra V. Mackenroth, Linghua Zhang, Matthias Rudolph, Frank Rominger, A. Stephen K. Hashmi
Summary: A gold-catalyzed acyloxyalkynylation reaction was used to synthesize tetra-substituted enol ester 2-iodobenzoate derivatives in good yields at room temperature. The reaction is highly regioselective and can be easily scaled up to gram scale. Mechanistically, an Au(III) species plays a key role in an Au(I)/Au(III) redox cycle.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Fang Wang, Qianting Zhou, Xinying Zhang, Xuesen Fan
Summary: A novel and efficient alpha-C(sp(3))-H alkenylation of cyclic amines with maleimides was presented, featuring readily available and structurally diverse substrates, a green and economical catalyst, a unique reaction pathway, mild reaction conditions, high efficiency, and excellent atom economy. This new reaction enriches the application of Fe(III)-catalyzed C(sp(3))-H activation and functionalization.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Xinpeng Xie, Kaikai Qiao, Bing-ru Shao, Wenfeng Jiang, Lei Shi
Summary: Cross-dehydrogenative coupling is a powerful tool for constructing C-C and C-heteroatom bonds. In this study, a visible-light-mediated radical CDC of C(sp(3))-H/C(sp(3))-H and C(sp(3))-H/C(sp(2))-H was reported, guided by a phenyl radical and intermolecular hydrogen atom transfer process. This strategy enables the efficient coupling of inert C(sp(3))-H and C(sp(2))-H with alpha-N C(sp(3))-H of amines, showing good regioselectivities and yields. Mechanistic studies revealed that the EDA complex triggers an intermolecular HAT process.
Article
Chemistry, Multidisciplinary
Bingqian Li, Tongrui Zhang, Huan Wang, Xiaoqing Zhao, Fang Li, Mengjun Liu, Jincan Zhao, Yufan Zhang
Article
Chemistry, Inorganic & Nuclear
Wen-Min Wang, Ya-Xin Zhang, Jin-Can Zhao, Xiao-Hua Zhang, Yu Tan, Ying-Ying Cui, Ying Shi, Zhi-Lei Wu
Article
Polymer Science
Qiang Liu, Heng Yang, Jincan Zhao, Shixiang Liu, Lei Xia, Ping Hu, Yadong Lv, Yajiang Huang, Miqiu Kong, Guangxian Li
Article
Chemistry, Organic
Yunfei Tian, Yaxin Ge, Luping Zheng, Qinqin Yan, Yingming Ren, Zhenguang Wang, Kailin Zhang, Zhiqiang Wang, Jincan Zhao, Zejiang Li
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2019)
Article
Multidisciplinary Sciences
Zhitao Xiao, Jincan Zhao, Tianle Liu, Lei Geng, Fang Zhang, Jun Tong
Article
Chemistry, Physical
Yujie Kang, Ningzhao Shang, Xin Lan, Shasha Wu, Jincan Zhao, Mian Li, Yufan Zhang
Summary: In this study, Pt species embedded on ordered mesoporous carbon (Pt/OMC) hybrids were synthesized rapidly using a facile microwave-assisted route. The formation of the electrocatalysts was confirmed by various characterization techniques. Due to their unique structure and synergetic effects, Pt/OMC hybrids were found to be effective and sensitive electrocatalysts for the detection of acetaminophen. The successful fabrication of Pt/OMC hybrids could open up new opportunities for the preparation of electrochemical sensors for pharmaceutical product determination.
COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS
(2022)
Article
Polymer Science
Yusong He, Daiqi Fan, Jiaxing Chen, Jincan Zhao, Miqiu Kong, Yadong Lv, Yajiang Huang, Guangxian Li
Summary: The study demonstrates that thermally reduced graphene oxide (TrGO) has inhibitory effects on the thermo- and photo-oxidation of isotactic polypropylene (iPP), with stronger stabilization effects observed as the TrGO content increases. Under photo-oxidation, TrGO leads to an increase in the proportion of ketones and lactones, indicating different degradation mechanisms. Through UV-Vis spectroscopy and oxygen permeability tests, versatile stabilization mechanisms of TrGO such as UV light blocking, oxygen diffusion suppression, and free radicals scavenging were revealed.
POLYMERS FOR ADVANCED TECHNOLOGIES
(2022)
Article
Chemistry, Organic
Yingming Ren, Qinqin Yan, Yang Li, Yongjun Gao, Jincan Zhao, Lijun Li, Zhong-Quan Liu, Zejiang Li
Summary: This study presents a persulfate-promoted reaction system for the synthesis of SCF3-substituted dibenzazepines or dioxodibenzothiazepines through the reaction of aryl acetylenes with AgSCF3. The final products were confirmed by single-crystal X-ray diffraction data. The reaction system was further explored through scaled-up experiments, additional transformations, and radical inhibition experiments.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Correction
Chemistry, Multidisciplinary
Yaxin Ge, Yunfei Tian, Jilai Wu, Qinqin Yan, Luping Zheng, Yingming Ren, Jincan Zhao, Zejiang Li
Summary: This correction article addresses the iron-promoted free radical cascade difunctionalization of unsaturated benzamides with silanes, which was originally published by Yaxin Ge et al. in Chem. Commun.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Yi-Fan Song, Xiaoying Niu, Jincan Zhao, Shigang Shen, Xiu-Long Yang
Summary: The study demonstrates a mild and efficient method for the construction of indoles using 4-CzIPN as a photocatalyst and alpha-fluoro-beta-enamino esters as substrates under visible light irradiation. Mechanistic studies reveal that the formation of indoles is attributed to the triplet N-aryl enamines produced through energy transfer.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Xinming Liu, Lu Li, Licheng Jin, Jincan Zhao, Yuanzhao Hua, Mincan Wang, Lantao Liu
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2020)
Article
Chemistry, Multidisciplinary
Yaxin Ge, Yunfei Tian, Jilai Wu, Qinqin Yan, Luping Zheng, Yingming Ren, Jincan Zhao, Zejiang Li
CHEMICAL COMMUNICATIONS
(2020)
Article
Chemistry, Organic
Jilai Wu, Yuanyuan Zong, Chunxia Zhao, Qinqin Yan, Lixian Sun, Yiming Li, Jincan Zhao, Yaxin Ge, Zejiang Li
ORGANIC & BIOMOLECULAR CHEMISTRY
(2019)
Article
Chemistry, Multidisciplinary
Jie Wang, Ruoyu Sang, Xiaolong Chong, Yinuo Zhao, Wenjie Fan, Zejiang Li, Jincan Zhao
CHEMICAL COMMUNICATIONS
(2017)
Article
Chemistry, Applied
Zejiang Li, Xiaosong Cui, Lin Niu, Yingming Ren, Menghua Bian, Xuebiao Yang, Biao Yang, Qinqin Yan, Jincan Zhao
ADVANCED SYNTHESIS & CATALYSIS
(2017)
