Article
Chemistry, Organic
Nikolay Shcherbakov, Dmitry Dar'in, Vadim Yu Kukushkin, Alexey Yu Dubovtsev
Summary: The reaction between benzofuroxans and N-allylynamides catalyzed by gold leads to the formation of 3-azabicyclo[3.1.0]hexan-2-imines under mild conditions with high functional group tolerance. The obtained cyclopropanated products serve as a useful synthetic platform with easily modulated substitution pattern through postmodifications. The intramolecular cyclopropanation of gold alpha-imino carbene intermediates is proposed as a key step in the catalytic cycle.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Physical
Ouidad Lahtigui, Dan Forster, Coralie Duchemin, Nicolai Cramer
Summary: In this study, a flexible two-step protocol for the efficient and selective synthesis of rigid saturated nitrogen-containing scaffolds was disclosed. The method involves alkenyl C-H functionalization and cyclization reactions mediated by C*Rh-III and Cp*Ir-III catalysts, respectively, leading to the synthesis of diverse substituted 3-azabicyclo[3.1.0]hexanes.
Article
Chemistry, Multidisciplinary
Qiuyu Li, Yunchu Zhang, Pengyun Liu, Jing Zhong, Baihui Gong, Hequan Yao, Aijun Lin
Summary: We present a mild and efficient method for synthesizing chiral 3-azabicyclo[3.1.0]hexanes via a Pd-catalyzed asymmetric 5-exo-trig cyclization/cyclopropanation/carbonylation of 1,6-enynes. This reaction shows excellent regio- and enantioselectivities, forming three C-C bonds, two rings, two adjacent quaternary carbon stereocenters, and one C-O/C-N bond.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Yuto Shimazaki, Ayumi Osawa, Yoshiaki Nakao
Summary: In this study, we report a novel iridium/aluminum cooperative catalysis for the direct bridge-head C(sp(3))-H borylation. The reaction gives good yields with moderate to complete site selectivities and allows for the synthesis of enantioenriched alkylboronate products. The synthetic utility of the reaction is further demonstrated by rapid diversifications without any loss of the stereochemical information.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Review
Chemistry, Multidisciplinary
Yufeng Li, Jiajun Feng, Fei Huang, Jonathan B. Baell
Summary: 3-Azabicyclo[3.1.0]hexanes are important nitrogen-containing heterocycles found in biologically active natural products, drugs, and agrochemicals. The synthesis of these derivatives has made significant progress in recent decades, with various catalytic systems being developed. This review provides an overview of the efficient methods for synthesizing 3-azabicyclo[3.1.0]hexane derivatives since 2010, highlighting substrate scope, synthesis applications, and reaction mechanisms.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Organic
Siqi Wang, Alexander S. Filatov, Stanislav Lozovskiy, Stanislav Shmakov, Olesya Khoroshilova, Anna G. Larina, Stanislav Selivanov, Vitali M. Boitsov, Alexander Stepakov
Summary: A multi-component reaction for synthesizing spirocyclic heterocycles has been developed, providing easy access to molecules with specific motifs under mild conditions. Theoretical studies have shown the mechanism of formation and transformations of azomethine ylide precursors in the reaction. The synthesized compounds were evaluated for their anti-tumor activity against cervical carcinoma cells in vitro.
SYNTHESIS-STUTTGART
(2021)
Article
Chemistry, Medicinal
Yu Li, Yujie Ma, Shihao Cheng, Chenhu Dong, Xueer Zhong, Jun Xu, Yu Zhao
Summary: 6,6-Dimethyl-3-azabicyclo[3.1.0]hexane (6,6-DMABH) is an important component in various antiviral medications. Researchers have developed an innovative method to synthesize 6,6-DMABH more efficiently using catalysis and a specific synthesis process.
MEDICINAL CHEMISTRY RESEARCH
(2023)
Article
Chemistry, Multidisciplinary
Hui Xu, Teng Han, Xiaoyan Luo, Wei-Ping Deng
Summary: A facile synthetic method for the construction of 3-azabicyclo[3.1.0]hexane in the presence of copper catalyst system was developed in this study. The reaction proceeds through Michael addition of allylamines with allenes followed by copper-mediated intramolecular oxidative carbanion 5-exo-trig radical cyclization, affording potential biologically active 3-azabicyclo[3.1.0]hexane derivatives in moderate to high yields (42%-85%).
CHINESE JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Hui Xu, Teng Han, Xiaoyan Luo, Wei-Ping Deng
Summary: A facile synthetic method for the construction of 3-azabicyclo[3.1.0]hexane derivatives was developed, with moderate to high yields ranging from 42% to 85%. This was achieved through a reaction involving Michael addition of allylamines with allenes followed by copper-mediated intramolecular oxidative carbanion 5-exo-trig radical cyclization.
CHINESE JOURNAL OF CHEMISTRY
(2021)
Article
Agriculture, Multidisciplinary
Cheng Huang, Yun Wu, Na Zhai, Xiulian Ju, Chunqing Zhao, Xiaogang Luo, Yoshihisa Ozoe, Genyan Liu
Summary: In this study, a series of novel compounds 4-APIs were found to have insecticidal activity, with the most potent antagonist being the 4-(1,1'-biphenylyl) analog. The docking studies suggested that the Jr-Jr stacking interactions may contribute to the antagonism by this compound. These findings provide important information for designing novel iGABAR antagonists and suggest that the 4-APIs could be potential leads for further insecticide development.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2022)
Article
Chemistry, Organic
Alexander S. Filatov, Olesya Khoroshilova, Anna G. Larina, Vitali M. Boitsov, Alexander Stepakov
Summary: A reliable method for the synthesis of bis-spirocyclic derivatives of 3-azabicyclo[3.1.0]hexanes through 1,3-dipolar cycloaddition reactions has been developed. The reaction of cyclopropenes with the stable azomethine ylide - protonated form of Ruhemann's purple (PRP) leads to the formation of the corresponding bis-spirocyclic products with good diastereofacial selectivity. The mechanism of the reaction has been studied using density functional theory methods.
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Computer Science, Information Systems
Kai Mao, Qiuming Zhu, Maozhong Song, Hanpeng Li, Benzhe Ning, Gert Frolund Pedersen, Wei Fan
Summary: This paper proposes a machine learning-integrated UAV-to-Vehicle mmWave channel model that takes into account new features such as 3-D scattering space, velocity, antenna array, and rotations. The research results demonstrate the effectiveness of this method in generating channel characteristics consistent with actual results.
IEEE INTERNET OF THINGS JOURNAL
(2022)
Article
Biochemistry & Molecular Biology
Nickolay A. Knyazev, Stanislav Shmakov, Sofya A. Pechkovskaya, Alexander S. Filatov, Alexander Stepakov, Vitali M. Boitsov, Natalia A. Filatova
Summary: The novel heterocyclic compounds 4a and 4c exhibit cytotoxicity against tumor cells and induce significant cell-cycle perturbation. Moreover, treatment with 4a and 4c leads to the disruption of actin filaments and decreases the number of membrane protrusions in cells, indicating a reduction in cell motility. These findings suggest that compounds 4a and 4c have a cytostatic effect on cells, potentially inhibiting tumor growth.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2021)
Article
Chemistry, Medicinal
Nirmal Das, Debomita Bhattacharya, Purbita Bandopadhyay, Uddipta Ghosh Dastidar, Barnali Paul, Oindrila Rahaman, Israful Hoque, Binita Patra, Dipyaman Ganguly, Arindam Talukdar
Summary: hERG is a critical anti-target in drug development due to its involvement in cardiac re-polarization. Addressing hERG safety liability early on is necessary to avoid wasting resources on unsuccessful leads. The study presents a strategy to develop non-hERG binders with retained TLR7/9 antagonism through a single point change in the scaffold based on structure-based protein-ligand interaction understanding.
Article
Computer Science, Information Systems
Congle Ge, Ruonan Zhang, Daosen Zhai, Yi Jiang, Bin Li
Summary: Polarization diversity is a promising approach for UAV MIMO systems in order to improve spectral efficiency and channel capacity. In this work, a three-dimensional geometrical-based polarized model is proposed to describe UAV-correlated MIMO channels. The channel depolarization caused by terrestrial scattering environment is described using geometrical theory of polarization, and the channel polarization function and polarized channel impulse response are obtained. The impact of UAV tilt rotation, cross-polarization, and limited antenna spacing on the UAV MIMO channel capacity is investigated. The proposed UAV channel model is validated through comparison with numerical simulation and field measurement results.
IEEE INTERNET OF THINGS JOURNAL
(2023)
Article
Biochemistry & Molecular Biology
Fabrizio Micheli, Andrea Bernardelli, Federica Bianchi, Simone Braggio, Laura Castelletti, Palmina Cavallini, Paolo Cavanni, Susanna Cremonesi, Michele Dal Cin, Aldo Feriani, Beatrice Oliosi, Teresa Semeraro, Luca Tarsi, Silvia Tomelleri, Andrea Wong, Filippo Visentini, Laura Zonzini, Christian Heidbreder
BIOORGANIC & MEDICINAL CHEMISTRY
(2016)
Article
Chemistry, Medicinal
Fabrizio Micheli, Susanna Cremonesi, Teresa Semeraro, Luca Tarsi, Silvia Tomelleri, Paolo Cavanni, Beatrice Oliosi, Elisabetta Perdona, Anna Sava, Laura Zonzini, Aldo Feriani, Simone Braggio, Christian Heidbreder
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2016)
Article
Chemistry, Medicinal
Fabrizio Micheli, Alessia Bacchi, Simone Braggio, Laura Castelletti, Palmina Cavallini, Paolo Cavanni, Susanna Cremonesi, Michele Dal Cin, Aldo Feriani, Sylvie Gehanne, Mahmud Kajbaf, Luciano Marchio, Selena Nola, Beatrice Oliosi, Annalisa Pellacani, Elisabetfa Perdona, Anna Sava, Teresa Semeraro, Luca Tarsi, Silvia Tomelleri, Andrea Wong, Filippo Visentini, Laura Zonzini, Christian Heidbreder
JOURNAL OF MEDICINAL CHEMISTRY
(2016)
Article
Biochemistry & Molecular Biology
Fabrizio Micheli, Paolo Cavanni, Michela Bettati, Giorgio Bonanomi, Romano Di Fabio, Elettra Fazzolari, Carla Marchioro, Maja Roscic, Luca Tarsi, Filippo Visentini, Laura Zonzini, Angela Worby
BIOORGANIC & MEDICINAL CHEMISTRY
(2011)
Article
Chemistry, Medicinal
Roberto Arban, Federica Bianchi, Alberto Buson, Susanna Cremonesi, Romano Di Fabio, Gabriella Gentile, Fabrizio Micheli, Alessandra Pasquarello, Alfonso Pozzan, Luca Tarsi, Silvia Terreni, Federica Tonelli
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2010)
Article
Chemistry, Medicinal
Michela Bettati, Paolo Cavanni, Romano Di Fabio, Beatrice Oliosi, Ornella Perini, Gunther Scheid, Giovanna Tedesco, Laura Zonzini, Fabrizio Micheli
Review
Chemistry, Medicinal
Fabrizio Micheli
Article
Chemistry, Medicinal
Francesca Spyrakis, Barbara Cellini, Stefano Bruno, Paolo Benedetti, Emanuele Carosati, Gabriele Cruciani, Fabrizio Micheli, Antonio Felici, Pietro Cozzini, Glen E. Kellogg, Carla Borri Voltattorni, Andrea Mozzarelli
Review
Chemistry, Medicinal
Fabrizio Micheli, Christian Heidbreder
EXPERT OPINION ON THERAPEUTIC PATENTS
(2013)
Article
Chemistry, Medicinal
Gabriele Costantino, Marco Mor, Chiara Pecchini, Gian Paolo Vallerini, Elisa Della Turca, Fabrizio Micheli, Angela Worby, Romano Di Fabio, Angelo Giacometti, Adelheid Roth, Emilio Merlo-Pich, Matteo Biagetti, Giorgio Bonanomi, Dino Montanari, Luca Tarsi, Federica Tonelli, Raffaele Longhi, Anna Maria Capelli
LETTERS IN DRUG DESIGN & DISCOVERY
(2013)
Article
Neurosciences
Manolo Mugnaini, Laura Iavarone, Palmina Cavallini, Cristiana Griffante, Beatrice Oliosi, Chiara Savoia, John Beaver, Eugenii A. Rabiner, Fabrizio Micheli, Christian Heidbreder, Anne Andorn, Emilio Merlo Pich, Massimo Bani
NEUROPSYCHOPHARMACOLOGY
(2013)
Article
Chemistry, Medicinal
Alessandro Grillo, Giulia Chemi, Simone Brogi, Margherita Brindisi, Nicola Relitti, Filomena Fezza, Domenico Fazio, Laura Castelletti, Elisabetta Perdona, Andrea Wong, Stefania Lamponi, Alessandra Pecorelli, Mascia Benedusi, Manuela Fantacci, Massimo Valoti, Giuseppe Valacchi, Fabrizio Micheli, Ettore Novellino, Giuseppe Campiani, Stefania Butini, Mauro Maccarrone, Sandra Gemma
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2019)
Article
Chemistry, Medicinal
Fabrizio Micheli
Review
Pharmacology & Pharmacy
Anna Maria Capelli, Fabrizio Micheli
PHARMACEUTICAL PATENT ANALYST
(2012)
