Article
Chemistry, Organic
Fei Cheng, Li-Li Wang, Yuan-Hu Mao, Yong-Xi Dong, Bin Liu, Gao-Feng Zhu, Yuan-Yong Yang, Bing Guo, Lei Tang, Ji-Quan Zhang
Summary: An efficient aerobic iron-catalyzed annulation method for unsaturated carboxylic acids with disulfides has been developed, providing practical access to a wide range of substituted gamma-lactone derivatives. The disclosed method is simple, highly atom-economic, environmentally friendly, and tolerates a broad substrate scope.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Camilla Loro, Marta Papis, Francesca Foschi, Gianluigi Broggini, Giovanni Poli, Julie Oble
Summary: A new straightforward approach to synthesizing 1-aryl-2-aminopropanes has been developed using a simple and accessible substrate. This approach involves cascade reactions with arenes and sulfonamide nucleophiles catalyzed by Cu(OTf)(2), resulting in regioselective formation of 1-aryl-2-aminopropanes. The reaction is expected to proceed through a Friedel-Crafts-type allylation of the arene followed by hydroamination.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Gajanan K. K. Rathod, Rahul Jain
Summary: We report the first-time use of a palladium-di-(1-adamantyl)-n-butylphosphine catalytic system for the synthesis of alk-2-ynamides via aminocarbonylation reaction. This method utilizes chloroform as an in situ CO source, avoiding the direct use of toxic CO gas. The mild condition provides alk-2-ynamides within 50 min under microwave irradiation at 80 degrees C.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Jie Huang, Ling-Ling Chen, Zhi-Min Chen
Summary: A palladium-catalyzed regioselective 1,2-alkynyl-carbonalization of conjugated dienes with ethynylbenziodazolone (EBZ) and indoles has been developed, providing easy access to various molecules containing alkenyl, alkynyl, and indole groups. The resulting products are also suitable for various derivatizations.
Correction
Chemistry, Multidisciplinary
Bapurao D. Rupanawar, Santosh S. Chavan, Anil M. Shelke, Gurunath M. Suryavanshi
Summary: In this study, a metal-free synthesis of (E)-2-cyanoacrylamides and 3-substituted azetidine-2,4-diones using triflic acid as a catalyst is reported.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Organic
Alban Falconnet, Jan-Dirk Arndt, A. Stephen K. Hashmi, Thomas Schaub
Summary: The Friedel-Crafts sulfonylation for the synthesis of diaryl sulfones derivatives was achieved using triflic acid as the catalyst. The method showed good to excellent yield and high selectivity, and the catalyst and excess arene could be easily recovered and re-used.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Jayabrata Das, Tanay Pal, Wajid Ali, Sumeet Ranjan Sahoo, Debabrata Maiti
Summary: In this study, a simple strategy for the direct synthesis of gamma-lactones containing alpha,beta-unsaturated groups at the gamma-position through dual-1,1-C(sp3)-H activation of free aliphatic acids is reported. Various allyl alcohols, including primary, secondary, and tertiary ones, have been used as suitable coupling partners to generate a diverse range of gamma-lactones. The obtained lactones with alpha,beta-unsaturated fragments are expected to be useful in the synthesis of complex molecules through further synthetic manipulation.
Article
Chemistry, Physical
Jayabrata Das, Tanay Pal, Wajid Ali, Sumeet Ranjan Sahoo, Debabrata Maiti
Summary: Allyl alcohols are used as unique coupling partners in C-H functionalization reactions. This study presents a simple strategy for the synthesis of gamma-lactones through dual-1,1-C(sp(3))-H activation of free aliphatic acids. Various allyl alcohols and aliphatic acids, including long-chain ones, have been used to generate a diverse range of gamma-lactones. The rate-determining step is identified as C-H activation, followed by allylic C-H activation in the reaction. The synthesized lactones with alpha,beta-unsaturated fragments can be useful in the synthesis of complex molecules through further synthetic manipulation.
Article
Acoustics
Peter Delaney, Varaha P. Sarvothaman, Sanjay Nagarajan, David Rooney, Peter K. J. Robertson, Vivek V. Ranade
Summary: Hydrodynamic Cavitation (HC) is a promising method for enhancing oxidative desulphurization of fuels. This study investigated the oxidation of single ring thiophene in a model fuel over a wide range of volume fraction of organic phase. The influence of HC device type and scale on the desulphurization performance was also examined.
ULTRASONICS SONOCHEMISTRY
(2023)
Article
Chemistry, Organic
Kimberly M. Hilby, Scott E. Denmark
Summary: A Lewis base catalyzed, enantioselective sulfenocyclization of alkenes to afford [6,6]spiroketals has been developed with excellent yields and enantioselectivities. The method allows for rapid formation of highly substituted spiroketals using a chiral Lewis base catalyst and electrophilic sulfur source.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Na Kang, Zeng-Xia Zhao, Hong-Xing Zhang
Summary: This study explored the reaction mechanism and formation of C3-substituted indoline derivatives from aniline derivatives containing a pyrimidine-directing group and vinylsilanes. The reaction involves several steps including C-H activation, 2,1-vinylsilane insertion, NH amide proton deprotonation, Ag+ oxidation, and reductive elimination. The insertion of the vinylsilane is not only the critical step for regioselectivity but also the rate-determining step. The computational analysis demonstrates that the Ag+ oxidation can accelerate the reductive elimination step, highlighting the role of Ag+ as a catalytic promoter.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Jingrui Xin, Xiangyu Deng, Pingping Tang
Summary: A silver-catalyzed trifluoromethoxylation reaction has been disclosed, enabling the synthesis of β-trifluoromethoxylated amine compounds. This method offers mild conditions, simple operations, and high selectivity for the construction of quaternary centers.
Article
Chemistry, Physical
Ashok Ramakrishnan, Stefan G. Romeijn, Elisabeth Bouwman
Summary: This article describes an efficient and additive-free palladium catalyzed hydrocarbonylation reaction of alkenes using carboxylic acids as nucleophiles. Acid anhydrides are obtained in moderate to excellent yields. The relative concentrations of substrate and reagents play a crucial role in driving the reaction forward, reaching an equilibrium at equimolar concentrations under a given CO pressure. The use of electron-poor phosphine ligands is essential for obtaining higher rates of the catalytic reaction, and various substrates, including unactivated alkenes, were successfully converted to symmetric and mixed anhydrides.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Xinhua Wang, Yi Chen, Ping Liang, Jian-Qiang Chen, Jie Wu
Summary: An efficient and environmentally friendly organophotoredox-catalyzed method has been developed for the synthesis of beta-fluorocarboxylic esters in EtOH. This approach allows the preparation of a variety of potential biologically active molecules containing both fluorine and ester functionalities.
Article
Chemistry, Multidisciplinary
Yoshihiko Yamamoto, Tomoya Takase, Eisuke Kuroyanagi, Takeshi Yasui
Summary: In this study, a new class of difluoromethylated diarylmethanes was synthesized through Fe(OTf)(3)-catalyzed reaction, demonstrating the relationship between substrate structure and catalyst behavior.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Organic
Yan-Jun Zhuang, Jian-Ping Qu, Yan-Biao Kang
JOURNAL OF ORGANIC CHEMISTRY
(2020)
Article
Chemistry, Organic
Hua Wang, Jie Liu, Jian-Ping Qu, Yan-Biao Kang
JOURNAL OF ORGANIC CHEMISTRY
(2020)
Article
Chemistry, Organic
Xiang-Huan Shan, Mei-Mei Wang, Lin Tie, Jian-Ping Qu, Yan-Biao Kang
Article
Chemistry, Organic
Qing Huang, Ya-Wei Li, Xiao-Shan Ning, Guo-Qing Jiang, Xiao-Wei Zhang, Jian-Ping Qu, Yan-Biao Kang
Article
Chemistry, Organic
Ting-Hui Ding, Jian-Ping Qu, Yan-Biao Kang
Article
Chemistry, Organic
Ya-Wei Li, Hong-Xing Zheng, Bo Yang, Xiang-Huan Shan, Jian-Ping Qu, Yan-Biao Kang
Article
Chemistry, Multidisciplinary
Zi-Hong Luan, Jian-Ping Qu, Yan-Biao Kang
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2020)
Article
Chemistry, Organic
Xiao-Wei Zhang, Guo-Qing Jiang, Shu-Hui Lei, Xiang-Huan Shan, Jian-Ping Qu, Yan-Biao Kang
Summary: An iron-catalyzed alpha,beta-dehydrogenation reaction was developed for a broad spectrum of carbonyl compounds or analogues, providing a simple one-step conversion to their alpha,beta-unsaturated counterparts with high yields.
Article
Chemistry, Organic
Hua Wang, Jian-Ping Qu, Yan-Biao Kang
Summary: The recyclable organic photoreductant CBZ6 catalyzes the reductive coupling of aldehydes, ketones, and imines under purple light irradiation, producing 1,2-diols and 1,2-diamines. With a high oxidation potential, CBZ6 is suitable for the reductive coupling of carbonyl compounds and their derivatives, making it a promising candidate for large-scale photoreductive synthesis.
Article
Chemistry, Organic
Shu-Hui Lei, Ya Zhong, Xian-Peng Cai, Qing Huang, Jian-Ping Qu, Yan-Biao Kang
Summary: A tandem isomerization-anti-Markovnikov oxidation method has been developed using bis(benzonitrile)palladium chloride catalyst and O-2 as the sole oxidant, regiospecifically yielding beta-amino aldehydes. tert-Butyl nitrite serves as a simple and only redox cocatalyst, with (BuOH)-Bu-t as a crucial solvent for achieving excellent yield and specificity toward anti-Markovnikov aldehyde products.
Article
Chemistry, Organic
Peng-Fei Dai, Yi-Ping Wang, Jian-Ping Qu, Yan-Biao Kang
Summary: A synthetically practical transition metal/catalyst/halogen-free dehydrogenative coupling of aldehydes with N-hydroxyimides solely promoted by tert-butyl nitrite under mild conditions was developed. A diverse array of N-hydroxyimide esters can be prepared from either aliphatic or aromatic aldehydes, with benzoyl-substituted aldehydes also being suitable.
Article
Chemistry, Organic
Shu-Hui Lei, Ya Zhong, Xian-Peng Cai, Qing Huang, Jian-Ping Qu, Yan-Biao Kang
Summary: A simple and practical method for the preparation of beta-O substituted aldehydes directly from linear allylic esters has been developed. By using a specific catalyst and oxidant, the reaction proceeds smoothly to give the desired products, showing broad substrate scope and excellent regioselectivity.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Lin Tie, Xiang-Huan Shan, Jian-Ping Qu, Yan-Biao Kang
Summary: An efficient and practical transition metal-free alpha-trideuteration of methylarenes has been developed using inexpensive bases in DMSO-d(6) solvent. This method is applicable to a wide range of methylarenes and allows for the introduction of a trideuteriomethyl group to aromatics with excellent selectivity.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Review
Chemistry, Organic
Peng-Fei Dai, Hua Wang, Xian-Chao Cui, Jian-Ping Qu, Yan-Biao Kang
ORGANIC CHEMISTRY FRONTIERS
(2020)
Article
Chemistry, Multidisciplinary
Xiang-Huan Shan, Bo Yang, Jian-Ping Qu, Yan-Biao Kang
CHEMICAL COMMUNICATIONS
(2020)
