Article
Chemistry, Organic
Yiwen Zhu, Binghu Guo, Shenkui Gao, Jun Ying, Xiao-Feng Wu
Summary: A new cobalt-catalyzed carbonylative synthesis of free (NH)-tetrahydro-beta-carbolinones from tryptamine derivatives has been developed using a traceless directing group strategy. The reaction produced a variety of free (NH)-tetrahydro-beta-carbolinones in good yields. Moreover, late-stage modifications of several bioactive molecules could also be achieved.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Sami Chniti, Laszlo Kollar, Attila Benyei, Agnes Dornyei, Attila Takacs
Summary: Novel N-substituted pyrrolo[3,4-b]quinoline-1,3-diones have been synthesized successfully through a highly selective palladium-catalyzed carbonylative imidazation-cyclization reaction. This method, applied for the first time to access original scaffolds, involves 3-bromo-2-iodoquinoline as a typical partner, primary amines, and atmospheric or high carbon monoxide pressure. The use of bidentate ligands such as XantPhos and dppp in atmospheric or high-pressure conditions provides a wide range of carbonylated compounds with good to excellent yields (up to 82%). Furthermore, new quinoline-2,3-dicarboxamides have been isolated as side products in very low yields and have been fully characterized. The solid state structures of three synthesized acridinimides have been unequivocally established by single-crystal XRD analysis.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Wei Huang, Jiahui Bai, Yinlong Guo, Qinglei Chong, Fanke Meng
Summary: A catalytic enantioselective coupling of 1,1-disubstituted allenes and aldehydes is achieved through regiodivergent oxidative cyclization followed by stereoselective protonation or reductive elimination promoted by chiral phosphine-Co complexes. This unprecedented reaction pathway for Co catalysis allows for the catalytic enantioselective generation of metallacycles with divergent regioselectivity accurately controlled by chiral ligands, leading to a wide range of allylic alcohols and homoallylic alcohols in high yields and excellent regioselectivity, diastereoselectivity, and enantioselectivity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Song-Zhou Cai, Rongrong Yu, Can Li, Hongyu Zhong, Xichang Dong, Bill Morandi, Juntao Ye, Xianjie Fang
Summary: Hydrothiocarbonylation of olefins using carbon monoxide and thiols is a powerful method to synthesize thioesters. However, transition-metal-catalyzed asymmetric thiocarbonylation, particularly with earth abundant metals, is rarely reported. In this study, a nickel-catalyzed enantioselective hydrothiocarbonylation of cyclopropenes was developed for the synthesis of functionalized thioesters with high stereoselectivity.
Article
Chemistry, Inorganic & Nuclear
Keshav Paudel, Shi Xu, Oleksandr Hietsoi, Bedraj Pandey, Chuka Onuh, Keying Ding
Summary: The presence of base plays a crucial role in determining the selectivity of the imine and amine synthesis process. A catalytic amount of base leads to imine formation, while an excess loading of base results in amine product. The product selectivity also strongly depends on the organometallic catalysts used.
Article
Chemistry, Organic
Prabhat K. Maharana, Tanumay Sarkar, Subhradeep Kar, Siddhartha K. Purkayastha, Ankur K. Guha, Tharmalingam Punniyamurthy
Summary: Stereospecific C-N and C-O bond formation of oxiranes with diaziridines has been achieved using a bimetallic catalyst at room temperature, resulting in the production of tetrahydro-[1,3,4]-oxadiazines. Optically active oxiranes can be coupled with high optical purities (>96% ee). The practical significance of this method lies in its stereoselectivity, tolerance for various functional groups, mechanistic studies using DFT, and potential application in natural product modification.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Yang'en You, Shaozhong Ge
Summary: An enantioselective cobalt-catalyzed hydrosilylation/cyclization reaction of 1,6-enynes with secondary and tertiary hydrosilanes produced chiral organosilane products in high yields and excellent enantioselectivity, which could be further converted into a variety of chiral five-membered heterocyclic compounds without loss of enantiopurity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Review
Materials Science, Ceramics
J. M. Xu, A. L. Yan, X. C. Wang, B. Q. Wang, J. P. Cheng
Summary: This study reviews the recent progress of cobalt monoxide and its composites for supercapacitor application, summarizing the preparation methods for CoO and discussing the impact of different nanostructures on specific capacitance, as well as the enhanced electrochemical performances of CoO composites integrated with other materials.
CERAMICS INTERNATIONAL
(2021)
Article
Chemistry, Physical
Huimin Li, Yitian Tang, Zhijian Li, Yonggang Li, Baoshu Chen, Chaoren Shen, Zheng Huang, Kaiwu Dong
Summary: Oxophilic Ga(III) porphyrin complexes were developed as a replacement for Al(III) or toxic Cr(III) complexes in the Lewis acid catalyzed carbonylation of epoxides to beta-lactones. The complexes showed comparable performance to state-of-the-art catalyst systems consisting of Al(III) or Cr(III). Large-scale reactions using (TPP)GaCl and Co2(CO)8 in low loading demonstrated the potential application of the complexes in the preparation of beta-butyr-olactone from propylene oxide and CO.
MOLECULAR CATALYSIS
(2022)
Article
Chemistry, Organic
Kai-Wen Hu, Xiao You, Xiaoan Wen, Haoliang Yuan, Qing-Long Xu, Zengwei Lai
Summary: An efficient and environmentally friendly method for synthesizing thiazolidine-2-imine and oxazolidine-2-one derivatives has been developed. The method utilizes [3 + 2] annulation reactions to achieve good to excellent yields of the desired products. The strategy can be performed on a gram scale and is tolerant of a wide range of functional groups.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Chao Yang, Lijun Shi, Wenlong Wang, Ji-Bao Xia, Fuwei Li
Summary: The well-developed carbonylative synthesis of varied and useful complex molecules with CO is achieved through the rhodium-catalyzed modular carbonylative aminobenzoylation of alkenes with acylaniline under ambient pressure of CO/O-2. The reaction involves the dual cleavage of N-H and C-H bonds and provides moderate-to-high yields of various poly(hetero)cyclic alkylarylketones. The synthetic transformations of the products were also investigated.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Physical
Gamal A. H. Mekhemer, Abdallah I. M. Rabee, Christin B. A. Gaid, Mohamed I. Zaki
Summary: Co3O4 is a promising alternative to noble metal-based catalysts for CO oxidation, but the active Co oxidation state is still debated. This study provides a feasible approach to identify the active Co oxidation state and reveals that the enhanced activity is observed when Co2+ and Co3+ are coupled by the oxygen sub-lattice of Co3O4. The cobalt metal-rich catalysts show higher activity compared to pure oxides and oxide-rich catalysts.
COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS
(2023)
Article
Chemistry, Organic
Hui-Qing Geng, Xiao-Feng Wu
Summary: A copper-catalyzed alkoxycarbonylation transformation of unactivated alkyl iodides has been developed to produce tert-butyl esters in good yields. Other types of aliphatic esters can also be obtained in moderated yields with the addition of extra alcohols. Both primary and secondary alkyl alcohols can react successfully in this reaction.
Article
Chemistry, Physical
Francesco Ferretti, Manar Ahmed Fouad, Fabio Ragaini
Summary: The reductive cyclization of β-nitrostyrenes using phenyl formate as a carbon monoxide surrogate in the presence of PdCl2(CH3CN)(2) + phenanthroline catalyst is a feasible method to synthesize indoles, achieving good yields when an aryl substituent is present in the starting nitrostyrene, but lower yields when no aryl substituent is present.
Article
Chemistry, Physical
Jian-Shu Wang, Yi Na, Jun Ying, Xiao-Feng Wu
Summary: The cobalt-catalyzed regioselective cycloaddition of diynes and alkynes allows for the construction of structurally diverse substituted 1,3-dihydroisobenzofurans with excellent yields and regioselectivities.
MOLECULAR CATALYSIS
(2021)
