Article
Chemistry, Multidisciplinary
Jiangwei Wen, Ting Zeng, Kelu Yan, Lulu Zhao, Shuyun Zhu, Jianjing Yang
Summary: A novel, straightforward, and scalable base-mediated one-pot three-component desulphurization cross-coupling strategy is reported for the synthesis of 4-cyanoimidazole derivatives. Over 35 examples are provided and achieved yields exceeding 85%. Notably, the majority of these readily available compounds can be isolated through simple filtration, thereby circumventing the need for laborious column chromatography.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Jiangwei Wen, Ting Zeng, Kelu Yan, Lulu Zhao, Shuyun Zhu, Jianjing Yang
Summary: A novel, straightforward, and scalable base-mediated one-pot three-component desulphurization cross-coupling strategy for the synthesis of 4-cyanoimidazole derivatives is reported herein. The strategy achieved yields exceeding 85% in over 35 examples, with the majority of the compounds being readily isolated through simple filtration, avoiding laborious column chromatography. The protocol demonstrated promising potential for industrial applications, showing a yield of 87% when scaled up to 10 mmol.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Inorganic & Nuclear
Xinyun Liu, Hang Li, Xiaogang Yin
Summary: The study presents a green synthesis of aryl isothiocyanates using NaOH from aryl amines and carbon disulfide, without the need for extra desulfurating reagents. The method is simple, efficient and can be used to prepare a variety of aryl isothiocyanates.
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
(2021)
Article
Chemistry, Applied
Yuto Kaku, Noriyuki Isobe, Nanako O. Ogawa, Naohiko Ohkouchi, Tetsuro Ikuta, Tsuguyuki Saito, Shuji Fujisawa
Summary: Tailoring the surface of biodegradable microparticles is crucial for various applications in cosmetics, biotechnology, and drug delivery. Chitin nanofibers (ChNFs) have emerged as promising materials for surface modification due to their biocompatibility and antibiotic properties. In this study, we successfully coated cellulose acetate (CA) microparticles with ChNFs using a simple aqueous process, resulting in no significant changes in microparticle size or shape.
CARBOHYDRATE POLYMERS
(2023)
Article
Chemistry, Organic
Krithika Ganesh, Ganesh Sambasivam, S. Karthikeyan
Summary: A convenient, environmentally friendly, selective and practical method for catalytic N-alkylation of amines using molecular hydrogen as the reductant was developed. This involves a one-pot chemoenzymatic cascade reaction mediated by a lipase, where an amine undergoes reductive amination with an aldehyde generated in situ. The resulting imine is reduced to produce the corresponding amine. This process offers a convenient, environmentally benign and scalable approach for synthesizing N-alkyl amines. We report, for the first time, chemoenzymatic reductive alkylation in aqueous micellar media with an E-factor of 0.68.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Organic
Thao Nguyen Thanh Huynh, Khuyen Thu Nguyen, Mongkol Sukwattanasinitt, Sumrit Wacharasindhu
Summary: In this study, an electrochemical approach for the synthesis of guanidines from isothiocyanates and amines in a single reaction vessel is presented. The one-pot operation takes place in aqueous media with NaI serving as both the electrolyte and mediator. The process involves in situ generation of thiourea followed by electrolytic guanylation with amines. Under ambient temperature conditions, the formation of 30 different guanidine compounds with yields ranging from fair to excellent has been successfully demonstrated. This cost-effective and environmentally friendly synthesis method shows high tolerance towards various functional groups.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Organic
Thao Nguyen Thanh Huynh, Khuyen Thu Nguyen, Mongkol Sukwattanasinitt, Sumrit Wacharasindhu
Summary: In this study, an electrochemical method was developed for the synthesis of guanidines from isothiocyanates and amines in a single reaction vessel. The reaction takes place in aqueous media using an undivided cell setup with NaI as the electrolyte and mediator. The process involves the in situ generation of thiourea followed by electrolytic guanylation with amines.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Engineering, Environmental
Leizhi Zheng, Guoqiang Yang, Jia Liu, Xingbang Hu, Zhibing Zhang
Summary: This study introduces an effective method for synthesizing various carbamates from amines, alcohol, and CO2, proposing two pathways to achieve this process and allowing for the easy recovery and reuse of DBU.
CHEMICAL ENGINEERING JOURNAL
(2021)
Article
Chemistry, Applied
Jianjing Yang, Ting Zeng, Kelu Yan, Zonghui Qin, Jiangwei Wen
Summary: This study successfully developed a one-pot three-component cross-coupling reaction mediated by electrolysis, which provides a straightforward method for the synthesis of alkylthioimidazoles without the need for metal catalysts and oxidants. Water is used as the co-solvent at room temperature.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Physical
Sam Mathew, Arunachalam Sagadevan, Dominik Renn, Magnus Rueping
Summary: A one-pot chemoenzymatic sequential cascade was developed for the synthesis of chiral amines from alkynes. Gold catalysts were used to convert alkynes to ketones, followed by a transaminase catalyzed production of chiral amines with high yields and enantiomeric excess. Preparative scale synthesis of specific chiral amines showed high yields and enantiomeric excess.
Article
Chemistry, Organic
Baofu Zhu, Jiaming He, Kai Zou, Anquan Li, Chen Zhang, Jiaji Zhao, Hua Cao
Summary: This study established a three-component reaction catalyzed by base, involving ynals, isocyanates, amines, and alcohols. The strategy enables a wide range of substrates and provides a simple process for the preparation of diverse pyridine derivatives with good yields and high regioselectivities.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Tien Tan Bui, Hee-Kwon Kim
Summary: A practical one-pot synthesis of ketones from primary alcohols was successfully performed using dibromoisocyanuric acid and various aromatic compounds in the presence of Fe2O3. This method provides an efficient and useful approach to synthesize aromatic ketones from primary alcohols under mild reaction conditions, yielding high amounts of products.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Physical
Masih Darbandi, Ehsan Narimani, Seyed Reza Seyyedi, Mahmoud Zarei
Summary: In this study, TiO2 nanoparticles were prepared using a solvothermal method and deposited on a substrate using an in-situ one-pot method. The deposited nanofilm showed excellent sonophotocatalytic performance in degrading organic pollutants. Furthermore, the nanofilm was found to be reusable and suitable for a wide range of environmental and energy applications.
JOURNAL OF ALLOYS AND COMPOUNDS
(2022)
Article
Chemistry, Organic
Sungwoo Hong, Seonghyeok Hong, Byeongseok Kweon, Wooseok Lee, Sukbok Chang
Summary: A one-pot umpolung method using N-amidopyridinium salts was developed for the ring-opening pyridylation of unstrained cyclic amines. This process involves the formation of electron donor-acceptor complexes between bromide and N-amidopyridinium salts, leading to the functionalization of pyridines. It provides a powerful synthon for preparing C4-functionalized pyridines under visible-light conditions in the absence of an external photocatalyst.
Article
Chemistry, Multidisciplinary
Tianyu Ren, Wei Qi, Zhimin He, Ning Yan
Summary: This study presents a simple strategy to convert catechol to phenazine, a useful N-heterocycle compound, for effective utilization of lignin-derived monomeric products in bio-refineries. The key steps leading to phenazine formation, including hydrogenation, amination, coupling, and dehydrogenation reactions, were identified through mechanistic investigations. The protocol was found extendable to produce substituted phenazines from other lignin-derived catechols.
Article
Chemistry, Multidisciplinary
Liqun Jin, Jiaxia Qian, Nan Sun, Baoxiang Hu, Zhenlu Shen, Xinquan Hu
CHEMICAL COMMUNICATIONS
(2018)
Article
Chemistry, Multidisciplinary
Nan Sun, Zhongqi Yu, Hong Yi, Xiayue Zhu, Liqun Jin, Baoxiang Hu, Zhenlu Shen, Xinquan Hu
NEW JOURNAL OF CHEMISTRY
(2018)
Article
Chemistry, Applied
Nan Sun, Qingxia Sun, Wei Zhao, Liqun Jin, Baoxiang Hu, Zhenlu Shen, Xinquan Hu
ADVANCED SYNTHESIS & CATALYSIS
(2019)
Article
Food Science & Technology
Zhenling Guo, Siqi Huang, Mingxue Chen, Yanxia Ni, Xianqiao Hu, Nan Sun
JOURNAL OF CEREAL SCIENCE
(2020)
Article
Chemistry, Organic
Qinliang Mo, Nan Sun, Liqun Jin, Baoxiang Hu, Zhenlu Shen, Xinquan Hu
JOURNAL OF ORGANIC CHEMISTRY
(2020)
Article
Chemistry, Organic
Jiacheng Zhou, Meichao Li, Tianci Li, Chunmei Li, Xinquan Hu, Liqun Jin, Nan Sun, Baoxiang Hu, Zhenlu Shen
Summary: A mild and efficient system has been discovered for the synthesis of a-aryl carbonyl compounds via oxidation of benzylic C-H to C=O bonds. This oxygenation reaction showed excellent substrate scope and yielded corresponding ketones with good to excellent yields under catalyst- and additive-free conditions at room temperature.
Article
Chemistry, Organic
Yong Jiang, Miao Hu, Nan Sun, Baoxiang Hu, Zhenlu Shen, Xinquan Hu, Liqun Jin
TETRAHEDRON LETTERS
(2020)
Article
Chemistry, Organic
Ke Wu, Yichen Ling, An Ding, Liqun Jin, Nan Sun, Baoxiang Hu, Zhenlu Shen, Xinquan Hu
Summary: Ethanol was found to be effective in decomposing the byproduct of Lawesson's reagent, facilitating the preparation of thioamides. A convenient process using ethylene glycol instead of ethanol for post-reaction workup was successfully developed, reducing environmental pollution and offering the opportunity for large-scale thio-substitution reactions.
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Yangwu Tian, Xiaqun Guo, Meichao Li, Chunmei Li, Xinquan Hu, Liqun Jin, Nan Sun, Baoxiang Hu, Zhenlu Shen
Summary: In this research, a novel catalyst 1-Me-AZADO was designed and immobilized on SBA-15 support, showing high catalytic efficiency for selective oxidation of alcohols to carbonyl compounds under Anelli's conditions. Moreover, this immobilized catalyst can be conveniently recovered and reused multiple times without significant loss of catalytic activity.
Article
Chemistry, Applied
Nan Sun, Kai Zheng, Pengyuan Sun, Yang Chen, Liqun Jin, Baoxiang Hu, Zhenlu Shen, Xinquan Hu
Summary: A transition-metal-free method for synthesizing arylselenides and aryltellurides has been established through oxidative cross-coupling between diorganyl dichalcogenides and aryl boronic acids using trichloroisocyanuric acid as an oxidant. The reaction proceeds smoothly at ambient temperature with high yields. In addition to aryl boronic acids, other compounds such as aryl trifluoroborates and aryl trihydroxyborates salts can also undergo this transformation.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Organic
Shaocong Shen, Zhijian Zong, Nan Sun, Baoxiang Hu, Zhenlu Shen, Xinquan Hu, Liqun Jin
Summary: A well-defined geometry-constrained tridentate NNN-cobalt complex was developed for regio- and stereoselective hydrosilylation of 1,3-diynes, tolerating a wide range of symmetrical and unsymmetrical substrates. The scale-up reaction demonstrated the practicality and efficiency of the developed strategy for the synthesis of diverse 1,3-enynylsilanes.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Multidisciplinary
Miao Hu, Yong Jiang, Nan Sun, Baoxiang Hu, Zhenlu Shen, Xinquan Hu, Liqun Jin
Summary: An efficient method for Ni-catalyzed C3-alkylation of indoles using alcohols as alkylating reagents has been developed, with a stable binuclear nickel complex ligated by tetrahydroquinolin-8-one as the pre-catalyst. The transformation can accommodate a broad substrate scope including primary/secondary benzylic and aliphatic alcohols and substituted indoles, proceeding through a borrowing hydrogen pathway according to mechanistic studies.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Ke Wu, Yichen Ling, Nan Sun, Baoxiang Hu, Zhenlu Shen, Liqun Jin, Xinquan Hu
Summary: A nickel-catalyzed reductive decyanation of aromatic nitriles was developed using ethanol as the hydride donor. Various functional groups on the aromatic rings, including alkoxyl, amino, imino, and amide, were compatible in this catalytic protocol. Mechanistic investigation revealed that ethanol efficiently provided hydride via beta-hydride elimination in this reductive decyanation process.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Organic
Nan Sun, Han Yang, Kai Zheng, Liqun Jin, Baoxiang Hu, Zhenlu She, Xinquan Hu
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2020)
Article
Chemistry, Organic
Huiru Zhang, Nan Sun, Baoxiang Hu, Zhenlu Shen, Xinquan Hu, Liqun Jin
ORGANIC CHEMISTRY FRONTIERS
(2019)
