Article
Chemistry, Physical
Jian-Shu Wang, Jiangjie Zhang, Siqi Wang, Jun Ying, Chuan-Ying Li, Xiao-Feng Wu
Summary: A novel palladium-catalyzed domino carbonylative cyclization has been developed for the rapid construction of functionalized heterocycles. The reaction proceeds smoothly with the consecutive formation of C-C and C-X bonds using benzene-1,3,5-triyl triformate as the CO source, yielding a variety of biologically relevant derivatives.
JOURNAL OF CATALYSIS
(2022)
Article
Chemistry, Physical
Dan Wen, Xing Ge, Ren-Guan Miao, Xinxin Qi, Xiao-Feng Wu
Summary: A palladium-catalyzed carbonylative synthesis of carboxamide substituted 2-pynones from methyl enynoates and nitroarenes has been developed. A wide range of carboxamide substituted 2-pynones were obtained in moderate to high yields with quite high functional group compatibility using nitroarenes as the nitrogen sources and Mo(CO)6 as both CO surrogate and reductant. Late-stage modifications of natural molecules were also achieved.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Physical
Hui-Qing Geng, Wei Wang, Xiao-Feng Wu
Summary: A nickel-catalyzed carbonylative synthesis of dihydrobenzofurans has been developed, using Mo(CO)(6) as the CO source and manganese metal as the reductant, to react alkyl halides with aryl iodides to give the desired products in moderate to good yields.
CATALYSIS COMMUNICATIONS
(2021)
Article
Chemistry, Physical
Da-Lie An, Le-Cheng Wang, Youcan Zhang, Xiao-Feng Wu
Summary: A new method for synthesizing esters via cobalt-catalyzed carbonylative acetylation of phenols has been developed. In this approach, DTBP serves as the methyl source and reacts with various phenols under low CO pressure (5 bar), resulting in moderate to good yields of the desired esters.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Physical
Jiangjie Zhang, Jun Ying, Xiao-Feng Wu
Summary: A novel palladium-catalyzed tandem cyclization and carbonylation reaction was developed for the synthesis of indeno[1,2-b]indol-10(5H)-one derivatives. The reaction proceeded smoothly with high yields using formic acid as the CO source. This method can also be applied for the modification of various bioactive molecules.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Applied
Raffaella Mancuso, Patrizio Russo, Melania Lettieri, Domenico Santandrea, Corrado Cuocci, Bartolo Gabriele
Summary: Polycyclic heterocyclic derivatives can be synthesized in one step by a carbonylative double cyclization approach, with yields ranging from 45% to 86%, showing promising potential for various applications.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Physical
Yuanrui Wang, Xiao-Feng Wu
Summary: A palladium-catalyzed redox-neutral dicarbonylation of terminal alkynes has been developed, using hydroxylamine as both a nucleophile and a potential oxidant. Maleimides were synthesized in moderate yields under relatively mild conditions without the addition of equivalent oxidants. This reaction involves Pd-H addition to the alkyne and the role of hydroxylamine ester intermediate as an internal oxidant via nucleophilic attack.
JOURNAL OF CATALYSIS
(2023)
Review
Chemistry, Physical
Bartolo Gabriele, Raffaella Mancuso, Nicola Della Ca, Lucia Veltri, Ida Ziccarelli
Summary: This article provides an overview of catalytic carbonylative double cyclization reactions, where organic substrates and carbon monoxide are sequentially activated to form two new cycles with the incorporation of carbon monoxide. It highlights the power of this synthetic methodology in the one-step synthesis of complex molecular architectures using readily available CO as the building block. The review is divided into five sections: Introduction, Functionalized Olefinic Substrates, Functionalized Acetylenic Substrates, Functionalized Halides, and Conclusions and Future Perspectives.
Article
Chemistry, Applied
Raffaella Mancuso, Patrizio Russo, Rossana Milie, Marzia Dell'Aera, Fedora Grande, Nicola Della Ca
Summary: A Pd-catalyzed carbonylative double cyclization approach to a novel class of S,O-bicyclic heterocycles is presented, allowing the construction of previously unreported compounds with high yields.
Article
Chemistry, Multidisciplinary
Raffaella Mancuso, Alex De Salvo, Patrizio Russo, Aurelia Falcicchio, Nicola Della Ca, Leonardo Pantoja Munoz, Bartolo Gabriele
Summary: The PdI2/KI-catalyzed oxidative carbonylation of 4-(2-aminophenyl)-3-yn-1-ols selectively produces dihydrofuroquinolinone derivatives in fair to high yields (60%-89%) and excellent turnover numbers (180-267 mol of product per mol of Pd) over 19 examples. This reaction involves the catalytic construction of two rings and three new bonds in one step, providing high value added fused heterocyclic structures from readily available materials.
CHINESE JOURNAL OF CHEMISTRY
(2023)
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)
Article
Chemistry, Physical
Jian-Shu Wang, Chenyu Li, Jun Ying, Tiefeng Xu, Wangyang Lu, Chuan-Ying Li, Xiao-Feng Wu
Summary: A heterogeneous catalytic reaction using activated carbon fibers supported palladium catalyst has been developed for the rapid construction of 3-carbonyl-benzo[b]furan scaffolds. The reaction exhibits good to excellent yields with a variety of substrates.
JOURNAL OF CATALYSIS
(2022)
Article
Chemistry, Organic
Bhushanarao Dogga, C. S. Ananda Kumar, Jayan T. Joseph
Summary: An efficient protocol has been developed for the reductive carbonylation of (hetero) aryl halides and triflates under CO gas-free conditions using Pd/Co-2(CO)(8) and triethylsilane. The mild reaction conditions, enhanced chemoselectivity, and easy access to heterocyclic and vinyl carboxaldehydes highlight its importance in organic synthesis.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Physical
Yiwen Zhu, Jun Ying, Xiao-Feng Wu
Summary: A cobalt-catalyzed carbonylative cyclization using N-(2-vinylphenyl)picolinamides has been developed for the construction of (NH)-quinolin-2(1H)-one scaffolds. By employing benzene-1,3,5-triyl triformate as the CO source and picolinamide as the traceless directing group, various (NH)-quinolin-2(1H)-ones were obtained in good yields (up to 92%). Additionally, the obtained (NH)-quinolin-2(1H)-ones were subjected to several synthetic transformations, demonstrating the utility of this protocol for the rapid access to the core skeleton of Tipifarnib.
MOLECULAR CATALYSIS
(2022)
Review
Chemistry, Inorganic & Nuclear
Qingqiang Tian, Xue Yin, Rongjing Sun, Xiao-Feng Wu, Yahui Li
Summary: This review summarizes the main contributions to carbonylative conversion under 1 atm of CO since 1983 and discusses the related literature, demonstrating the attractiveness of carbonylative reactions conducted at 1 atm of CO due to their avoidance of special equipment and risks associated with high-pressure reactions.
COORDINATION CHEMISTRY REVIEWS
(2023)
Article
Chemistry, Organic
Fuying Zhu, Yamei Lin
Summary: In this study, a low-metal iron-supported catalyst (Fe20/NC-Mg) was reported for the efficient synthesis of quinoxaline compounds, using water as a solvent and without additional bases. The synergistic effect of FeNx site and Mg (OH)2 nanorods in the catalyst played a key role in achieving high yields (82-91%) in 16 examples. The gram-level synthesis and reusability of the catalysts after four cycles demonstrated its industrial application potential.
Article
Chemistry, Organic
Mikhail Kozlov, Alexey Tyurin, Andrey Dmitrenok, Vyacheslav Rusak, Aleksander Fedorov, Igor Zavarzin, Yulia Volkova
Summary: This study presents a novel and practical synthesis method for phosphorus-substituted 1,3,4-thiadiazolines using phosphorylthioformic acid hydrazides and ketones. The protocol demonstrates operational simplicity, availability of reagents, and tolerance towards different functional groups.
Article
Chemistry, Organic
Jisna Jose, Thomas Mathew
Summary: 2-Cyclopentenone and its derivatives are highly esteemed synthetic intermediates with exceptional utility in organic synthesis. They are favored structural motifs in numerous pharmaceutical drugs and natural products, highlighting their significance. The review discusses the various methods used to synthesize cyclopentenones from 2016 to 2023.