Review
Chemistry, Organic
Anup Biswas, Avisek Ghosh, Rajat Shankhdhar, Indranil Chatterjee
Summary: Chiral analogues of squaramides have proved to be efficient asymmetric catalysts in the synthesis of acyclic and cyclic chiral molecules. By utilizing several bifunctional squaramides as catalysts, a wide range of cyclic molecules bearing multiple functionalities and stereocenters have been successfully synthesized.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Wanshu Wang, Lu Gao, Zhenlei Song
Summary: This article reviews the recent advances in the synthesis of silaazacycles, including different types and moieties of five- and six-membered silaazacycles. These advances are of great significance for the development of silicon-containing functional molecules.
SYNTHESIS-STUTTGART
(2022)
Review
Chemistry, Organic
Mario Martinez Mingo, Nuria Rodriguez, Ramon Gomez Arrayas, Juan C. Carretero
Summary: Despite recent progress in C(sp(3))-H activation, achieving high regioselectivity in molecules with similar energy levels containing different C-H bonds remains a challenge. The use of directing groups and palladium catalysis in cyclometallation for direct C(sp(3))-H bond functionalization presents challenges in controlling selectivity and strategies.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Multidisciplinary
Mehdi Elsayed Moussa, Tobias Kahoun, Christian Marquardt, Matthias T. Ackermann, Oliver Hegen, Michael Seidl, Alexey Y. Timoshkin, Alexander V. Virovets, Michael Bodensteiner, Manfred Scheer
Summary: This article reports an unprecedented family of substituted anionic derivatives of pnictogenylboranes. By reacting various combinations of H2E'-BH2-NMe3 (E'=P, As) with pnictogen-based nucleophiles MER1R2 (E=P, As; R1=H, R2=Bu-t; R1=R2=Ph; M=Na, K), unsymmetrical and symmetrical products were isolated. Furthermore, the thermodynamics of the reaction pathways were evaluated by quantum chemical computations.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Organic
Zachary D. Tucker, Brandon L. Ashfeld
Summary: The (4+1)-cyclizations are discussed as an underutilized strategy for the formation of five-membered heterocyclic and carbocyclic frameworks. Various methods utilizing oxyphosphonium enolates and Rh-II/Pd-II-metallocarbenes have been analyzed for the synthesis of different compounds.
Review
Biochemistry & Molecular Biology
Eslam Reda El-Sawy, Ahmed Bakr Abdelwahab, Gilbert Kirsch
Summary: This review provides an up-to-date overview of the synthesis of coumarin-fused, five-membered aromatic heterocycles with one heteroatom, based on the pyrone moiety, covering the period from 1966 to 2020.
Review
Biochemistry & Molecular Biology
Eslam Reda El-Sawy, Ahmed Bakr Abdelwahab, Gilbert Kirsch
Summary: This review introduces the various synthetic routes for constructing benzopyrone-fused five-membered aromatic heterocycles with multiple heteroatoms on the pyrone ring. The literature covered in this review ranges from 1945 to 2021.
Review
Chemistry, Organic
Xiaofeng Zhang, Jing Xu
Summary: As the key structural unit, five-membered carbocycles are commonly found in natural products. Daphniphyllum alkaloids, with their complex structures and interesting bioactivity, have attracted synthetic chemists' attention. This review focuses on the novel or relatively rarely used strategies and methods for constructing the five-membered carbocycle in recent Daphniphyllum alkaloid synthesis, covering from January 2017 to August 2022.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Review
Biochemistry & Molecular Biology
Daniil Zhukovsky, Dmitry Dar'in, Olga Bakulina, Mikhail Krasavin
Summary: In this review, we summarize the synthesis and synthetic applications of three major classes of cyclic alpha-diazo monocarbonyl compounds: alpha-diazo ketones, alpha-diazo lactones, and alpha-diazo lactams, highlighting the differences in reactivity compared to their acyclic counterparts.
Article
Chemistry, Organic
Bin Wan, Zhuoer Lu, Zhuo Wu, Cang Cheng, Yanghui Zhang
Summary: A palladium-catalyzed cross-coupling reaction has been developed for the synthesis of eight-membered carbocycles, featuring C(sp(3))-H activation and the formation of two C-C bonds with excellent diastereoselectivity. This reaction provides a new strategy for constructing eight-membered carbocycles and yields novel chiral scaffolds.
Article
Chemistry, Multidisciplinary
Pengjun Yuan, Yangyang Sun, Xiaowei Xu, Yi Luo, Miao Hong
Summary: The study demonstrates that irreversible ring-opening polymerization of biomass-derived thionolactones is an effective strategy for producing sustainable polymers with renewability and high performance properties, which are thermodynamically forbidden under ambient conditions. This strategy allows the conversion of traditionally unachievable five-membered lactones into practical materials with a range of potential applications.
Article
Biotechnology & Applied Microbiology
Chaoqun Liang, Xiuyuan Duan, Muhammad Shahab, Guojun Zheng
Summary: In this study, CV2025 u-transaminase from Chromobacterium violaceum was successfully cloned, expressed, purified, and characterized. The enzyme showed a preference for the R configuration, contrary to the conventional S preference. The highest activity was observed at temperatures below 60 degrees C and at pH 7.5. The study provides a promising strategy for the economic and efficient synthesis of chiral five-membered carbasugars.
JOURNAL OF BIOSCIENCE AND BIOENGINEERING
(2023)
Review
Chemistry, Multidisciplinary
Muhammad Sunbal, Muhammad Alamzeb, Muhammad Omer, Obaid-Ur-Rahman Abid, Mohib Ullah, Muhammad Sohail, Ihsan Ullah
Summary: Drug design and delivery is focused on finding new potent drug candidates and synthetic techniques. Recently, the synthesis of saturated heterocycles has gained significant attention in medicinal chemistry. Transition metal-catalyzed reactions have been the primary method for heterocyclic synthesis, but now they are being combined with other techniques to enhance their effectiveness. This review highlights the recent developments in the transition metal-catalyzed synthesis of five-membered saturated heterocycles.
FRONTIERS IN CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Anastasia Yu. Gitlina, Viktoria Khistiaeva, Alexey Melnikov, Mariia Ivonina, Vladimir Sizov, Dar'ya Spiridonova, Anna Makarova, Denis Vyalikh, Elena Grachova
Summary: Two methods of post-synthetic modification (Suzuki coupling and CuAAC click-reaction) were applied to Ir(iii) complexes to introduce a highly selective donor site. The potential of post-synthetic modification for controlled construction of d-d and d-f binuclear complexes was demonstrated using functionalized complexes. Characterization techniques such as elemental analysis, NMR spectroscopy, mass spectrometry, FTIR spectroscopy, and X-ray diffraction analysis were used to analyze the obtained complexes. The coordination of the diimine donor site to the Ln(iii) center was confirmed through XPS and NEXAFS spectroscopy. The photophysical properties and luminescent characteristics of the complexes were investigated, and TDDFT calculations were used to explain the luminescence mechanism.
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Organic
Dongil Choi, Noa Takahashi, Haruka Maruoka, Shingo Harada, Alina Nastke, Harald Groeger, Tetsuhiro Nemoto
Summary: We developed an enantioselective synthetic method utilizing Ir-catalyzed asymmetric hydrogenation to introduce chirality at the benzylic position, followed by Pd-catalyzed cascade cyclization for tricyclic molecular framework construction and Ag nitrene-mediated C-H amination for tetrasubstituted carbon center creation. This method provides access to a functionalized seven-membered ring-fused indole skeleton with a hydroxymethyl branch in the tetrasubstituted carbon.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Gwenaeel Forcher, Andrew Silvanus, Pierre De Fremont, Beatrice Jacques, Morwenna S. M. Pearson-Long, Fabien Boeda, Philippe Bertus
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2015)
Article
Chemistry, Organic
Gwenael Forcher, Nathalie Clousier, Alice Beauseigneur, Paul Setzer, Fabien Boeda, Morwenna S. M. Pearson-Long, Philippe Karoyan, Jan Szymoniak, Philippe Bertus
SYNTHESIS-STUTTGART
(2015)
Review
Chemistry, Applied
Morwenna S. M. Pearson-Long, Fabien Boeda, Philippe Bertus
ADVANCED SYNTHESIS & CATALYSIS
(2017)
Article
Chemistry, Organic
Fatma Boukattaya, Julien Caille, Houcine Ammar, Florian Rouzier, Fabien Boeda, Morwenna S. M. Pearson-Long, Philippe Bertus
SYNTHESIS-STUTTGART
(2016)
Article
Chemistry, Organic
Julien Caille, Fatma Boukattaya, Fabien Boeda, Morwenna S. M. Pearson-Long, Houcine Ammar, Philippe Bertus
ORGANIC & BIOMOLECULAR CHEMISTRY
(2018)
Article
Biochemistry & Molecular Biology
Karine Guitot, Maud Larregola, Tarun K. Pradhan, Jean-Luc Vasse, Solange Lavielle, Philippe Bertus, Jan Szymoniak, Olivier Lequin, Philippe Karoyan
Article
Chemistry, Multidisciplinary
Fatma Boukattaya, Andrii Stanovych, Paul Setzer, Souhir Abid, Houcine Ammar, Morwenna S. M. Pearson-Long, Philippe Bertus
CHEMICAL COMMUNICATIONS
(2012)
Article
Chemistry, Medicinal
Claude Szalata, Jan Szymoniak, Frederic Fabis, Sabrina Butt-Gueulle, Sylvain Rault, Philippe Bertus, Stephane Gerard, Janos Sapi
Article
Chemistry, Organic
Paul Setzer, Gwenael Forcher, Fabien Boeda, Morwenna S. M. Pearson-Long, Philippe Bertus
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2014)
Article
Chemistry, Organic
Delphine Declerck, Solen Josse, Albert Nguyen Van Nhien, Jan Szymoniak, Philippe Bertus, Denis Postel
Article
Chemistry, Organic
Delphine Declerck, Albert Nguyen Van Nhien, Solen Josse, Jan Szymoniak, Philippe Bertus, Claudia Bello, Pierre Vogel, Denis Postel
Article
Chemistry, Organic
Nicolas P. Cheval, Barbara Hoffmann, Anna Dikova, Fatih Sirindil, Philippe Bertus, Aurelien Blanc, Jean-Marc Weibel, Patrick Pale
Article
Chemistry, Organic
Julien Caille, Mathilde Pantin, Fabien Boeda, Morwenna S. M. Pearson-Long, Philippe Bertus
SYNTHESIS-STUTTGART
(2019)
Article
Chemistry, Organic
Julien Caille, Paul Setzer, Fabien Boeda, Morwenna S. M. Pearson-Long, Philippe Bertus
Meeting Abstract
Biochemistry & Molecular Biology
Roba Moumne, Nicolas Delsuc, Olivier Lequin, Karine Guitot, Celine Mothes, Christophe Petrel, Denis Servent, Chang-Zhi Dong, Philippe Bertus, Jan Szymoniak, Philippe Karoyan
