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
Raffaella Mancuso, Ida Ziccarelli, Mariangela Novello, Corrado Cuocci, Roberto Centore, Nicola Della Ca', Diego Olivieri, Carla Carfagna, Bartolo Gabriele
Summary: The reactivity of 2-alkynylbenzoic acids under Pdl(2)/KI-catalyzed oxidative alkoxycarbonylation conditions has been studied. The reaction selectively produces high value added compounds under specific conditions. The structures of the products were confirmed by XRD analysis.
JOURNAL OF CATALYSIS
(2022)
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, 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, Multidisciplinary
Yan Zheng, Mengke Dong, Erdong Qu, Jin Bai, Xiao-Feng Wu, Wanfang Li
Summary: A facile synthesis of 4H-benzo[d][1,3]oxazin-4-one derivatives was developed by Pd-catalyzed carbonylative cross-coupling, which does not require toxic and flammable CO gas and tolerates a wide scope of functional groups. Remarkably, this method can be used to construct natural products and drugs containing 4H-benzo[d][1,3]oxazin-4-one structures.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
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
Lijun Shi, Mingshan Wen, Fuwei Li
Summary: The study reports a selective method for the synthesis of fused N-heterocycles through palladium-catalyzed tandem reactions, which successfully addresses the selectivity issue in the presence of incompatible step reactions and effectively prevents side reactions.
CHINESE JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Sanghyup Seo, Donghyeon Kim, Hyunwoo Kim
Summary: The reductive cross-coupling of terminal alkenes and N-heterocyclic bromides was successfully demonstrated through ligand optimization of Pd and CuH catalysis. The optimized ligands for Pd and CuH catalysis, Briphos and DTB-DPPBz respectively, were further applied to gram-scale production of clathryimine B.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Organic
Lucia Veltri, Roberta Amuso, Tommaso Prestia, Paola Vitale, Bartolo Gabriele
Summary: In this study, a direct and multicomponent approach to synthesize important fused-ring heterocycles was reported. The reaction employs readily available building blocks and shows high yields of the desired products under mild conditions. The reaction proceeds through a sequence of ordered steps.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Lucia Veltri, Tommaso Prestia, Patrizio Russo, Catia Clementi, Paola Vitale, Fausto Ortica, Bartolo Gabriele
Summary: A new multicomponent catalytic approach for the synthesis of important fused imidazole bicyclic compounds was developed in this study. By carrying out sequential reactions under oxidative conditions, various N-heterocyclic propargylamine derivatives were successfully transformed into the target products, some of which exhibited promising luminescence properties.
Article
Chemistry, Physical
Diego Olivieri, Riccardo Tarroni, Stefano Zacchini, Nicola Della Ca', Raffaella Mancuso, Bartolo Gabriele, Gilberto Spadoni, Carla Carfagna
Summary: The direct alkoxy-aryloxycarbonylation reaction of olefins has been achieved for the first time, leading to the formation of mixed alkyl aryl succinates. The reaction shows high regioselectivity and moderate to excellent yields. Detailed DFT calculations and experimental results support the proposed catalytic cycle, which involves the crucial role of p-benzoquinone as both regenerating the active species and promoting the final elimination step.
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
Biochemistry & Molecular Biology
Francesco Ferretti, Manar Ahmed Fouad, Cecilia Abbo, Fabio Ragaini
Summary: In this study, the formic acid/acetic anhydride mixture was utilized as a substitute for carbon dioxide (CO2) in the reductive cyclization reaction of o-nitrochalcones. By using a cheap and commercially available thick-walled glass tube without the need for any gaseous reagents, high yields comparable to those obtained with pressurized CO2 were achieved. The method was successfully applied to the three-step synthesis of the alkaloid Graveoline from commercially available and inexpensive reagents.
Article
Chemistry, Organic
Chengqiang Cao, Yi Yang, Xin Li, Yunxia Liu, Hui Liu, Zengdian Zhao, Lei Chen
Summary: The reaction, catalyzed by palladium, efficiently constructs two new bonds with high yields, while the alkene group is easily functionalized, leading to the formation of products with a unique structure that is difficult to synthesize.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Zhi-Peng Bao, Xiao-Feng Wu
Summary: This article develops an efficient and convenient palladium-catalyzed carbonylation reaction for the synthesis of 2-cyano-N-acetamide and 2-cyanoacetate compounds. The reaction proceeds under mild conditions via a radical intermediate, suitable for late-stage functionalization. Gram-scale experiment was successfully performed with low catalyst loading, yielding the target product excellently. Additionally, this transformation can be carried out under atmospheric pressure and provides alternative routes to drug precursors.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Electrochemistry
Hiroyuki Tateno, Koji Nakabayashi, Tsuneo Kashiwagi, Hisanori Senboku, Mahito Atobe
ELECTROCHIMICA ACTA
(2015)
Article
Chemistry, Organic
Hisanori Senboku, Kotaro Nagakura, Tsuyoshi Fukuhara, Shoji Hara
Article
Chemistry, Organic
Hisanori Senboku, Kenji Yoneda, Shoji Hara
TETRAHEDRON LETTERS
(2015)
Article
Chemistry, Organic
Asahi Katayama, Hisanori Senboku, Shoji Hara
Article
Electrochemistry
Asahi Katayama, Hisanori Senboku
Article
Chemistry, Multidisciplinary
Yuki Saito, Masayuki Higuchi, Shota Yoshioka, Hisanori Senboku, Yasuhide Inokuma
CHEMICAL COMMUNICATIONS
(2018)
Article
Electrochemistry
Hisanori Senboku, Kanae Sakai, Akihiro Fukui, Yusuke Sato, Yusuke Yamauchi
Article
Chemistry, Organic
Yasuhiro Wada, Nobuhito Kurono, Hisanori Senboku, Kazuhiko Orito
JOURNAL OF HETEROCYCLIC CHEMISTRY
(2020)
Article
Chemistry, Multidisciplinary
H. Senboku
Summary: Over the past three decades, the focus has been on utilizing electrochemical methods to fix carbon dioxide and produce carboxylic acids through carbon-carbon bond forming reactions, known as electrochemical carboxylation. Various effective substrates have been identified, leading to the successful synthesis of a range of carboxylic acids, including pharmaceuticals and fluorinated analogues. Additionally, new reaction methods and technologies have been developed to advance the field of electrochemical carboxylation.
Article
Chemistry, Organic
Yuki Naito, Yuto Nakamura, Naoki Shida, Hisanori Senboku, Kenta Tanaka, Mahito Atobe
Summary: The synthesis of alpha-amino acids was efficiently carried out in a continuous flow system without the need for stoichiometric amounts of metal reagents or highly toxic cyanide reagents, producing high to moderate yields.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Hisanori Senboku, Yoshihito Minemura, Yuto Suzuki, Hidetoshi Matsuno, Mayu Takakuwa
Summary: Electrochemical reduction of N-Boc-alpha-aminosulfones in DMF led to reductive C-S bond cleavage, followed by fixation of carbon dioxide to give the corresponding N-Boc-alpha-amino acids in moderate to good yields.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Hisanori Senboku, Mizuki Hayama, Hidetoshi Matsuno
Summary: Electrochemical Friedel-Crafts-type amidomethylation was successfully achieved using a novel electrochemical oxidation system, resulting in good yields of the corresponding amidomethylated products.
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Engineering, Environmental
Kirushnapillai Kopitha, Yogarajah Elakneswaran, Ryoma Kitagaki, Ryosuke Saito, Masato Tsujino, Akira Nishida, Hisanori Senboku, Naoki Hiroyoshi
Summary: This study proposed a new technique to use N-methyldiethanolamine (MDEA) in cement-based materials to capture CO2 from the environment. The addition of MDEA enhanced carbonation reactions and calcite formation in cement-based materials. A 10% MDEA volume concentration was found to be the optimal for CO2 capture.
CHEMICAL ENGINEERING JOURNAL
(2023)
Review
Chemistry, Multidisciplinary
Hisanori Senboku, Asahi Katayama
CURRENT OPINION IN GREEN AND SUSTAINABLE CHEMISTRY
(2017)
Article
Chemistry, Multidisciplinary
Hiroyuki Tateno, Yoshimasa Matsumura, Koji Nakabayashi, Hisanori Senboku, Mahito Atobe
