Article
Chemistry, Multidisciplinary
Mami Horikawa, Stephen T. Joy, Liam S. Sharninghausen, Xia Shao, Anna K. Mapp, Peter J. H. Scott, Melanie S. Sanford
Summary: This report presents a new net C-H radiocyanation reaction for electron rich (hetero)aromatic substrates to generate (CN)-C-11-labeled products. The reaction involves electrophilic C(sp(2))-H iodination of the (hetero)arene with N-iodosuccinimide, followed by Cu-mediated radiocyanation with (KCN)-C-11. The method has been successfully applied to various substrates, including nucleobases, amino acids, and peptides.
Article
Chemistry, Physical
Guang-Yan Xing, Ya-Cheng Zhu, Deng-Yuan Li, Pei-Nian Liu
Summary: On-surface synthesis, a powerful tool for atomically precise fabrication of low-dimensional carbon nanomaterials, has greatly enriched fundamental science and technology. Achieving high selectivity of covalent coupling reactions remains challenging due to the complicated reactivity of organic groups and irreversibility of covalent bonds. Only a few on-surface covalent coupling reactions are frequently used, and this Perspective focuses on the development and synthetic applications of on-surface cross-coupling reactions.
JOURNAL OF PHYSICAL CHEMISTRY LETTERS
(2023)
Review
Chemistry, Multidisciplinary
Myuto Kashihara, Yoshiaki Nakao
Summary: Cross-coupling reactions using nitroarenes as electrophiles have gained attention due to their ease of accessibility and potential advantages over haloarenes. Recent research has focused on developing new catalyst systems and reaction conditions to improve the efficiency and practicality of these reactions, with promising results in diversifying bond-forming reactions and reducing catalyst loading. Research in this field is expected to continue growing as the utility of nitroarenes in organic synthesis is reevaluated.
ACCOUNTS OF CHEMICAL RESEARCH
(2021)
Article
Chemistry, Organic
Lukas Hoff, Simon D. Schnell, Andrea Tomio, Anthony Linden, Karl Gademann
Summary: A silver-mediated Pd-catalyzed cross-coupling method for 3-bromo-1,2,4,5-tetrazine with boronic acids was presented in this study. It was found that electronic modification of the dppf ligand played a crucial role in achieving good turnover. Using this fast method, a variety of alkyl-, heteroatom-, and halide-substituted aryl- and heteroaryl-tetrazines were successfully prepared, with yields up to 87%.
Article
Chemistry, Physical
Dejiang Zhang, Ting Tang, Zhao Zhang, Liyuan Le, Zhi Xu, Hao Lu, Zhou Tong, Dishu Zeng, Wai-Yeung Wong, Shuang-Feng Yin, Arash Ghaderi, Nobuaki Kambe, Renhua Qiu
Summary: This study presents a general and efficient method for the synthesis of Sb-aryl and Sb-alkyl stibines through nickel-catalyzed cross-coupling reactions with organic halides. The method enables the high selectivity synthesis of complex biaryls and successfully synthesized various molecules, including drugs, with good yields.
Review
Chemistry, Multidisciplinary
Emily K. Reeves, Emily D. Entz, Sharon R. Neufeldt
Summary: Chemodivergent cross-couplings refer to reactions in which one potentially reactive functional group can be made to react based on choice of conditions. Factors influencing selectivity include catalyst ligation state, solvent polarity, and metal identity.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Xinlan A. F. Cook, Loic R. E. Pantaine, David C. Blakemore, Ian B. Moses, Neal W. Sach, Andre Shavnya, Michael C. Willis
Summary: Heteroaromatic sulfinates are effective nucleophilic reagents in Pd-0-catalyzed cross-coupling reactions with aryl halides. Base-activated, latent sulfinate reagents, such as beta-nitrile and beta-ester sulfones, have been introduced to address challenges in purifying and solubilizing metal sulfinate salts, as well as their tolerance to multi-step transformations. These latent sulfinate reagents have proven to be stable through multi-step substrate elaboration and amenable to scale-up processes.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Haifeng Chen, Huifeng Yue, Chen Zhu, Magnus Rueping
Summary: This study describes a nickel-catalyzed three-component reductive carbonylation reaction for the synthesis of aryl-alkyl ketones. Ethyl chloroformate is used as a safe and readily available source of CO, providing an efficient and practical alternative. Experimental and mechanistic studies provide insight into the complexity and sequence of the reaction.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Review
Chemistry, Applied
Zhen Zhang, Pengpeng Tan, Wenxu Chang, Zhenhua Zhang
Summary: Transition-metal-catalyzed cross-coupling reaction of azides with isocyanides has become an efficient method for preparing carbodiimides, and it has broad applications in constructing nitrogen-containing structures, making it a popular sequential reaction method. The recent advances in catalytic cascade reactions involving a coupling process are highlighted in this review.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Multidisciplinary
Aika Takeshima, Taichi Kano
Summary: A novel method for synthesizing 1,4-dicarbonyl compounds is described, involving the generation of zinc enolates from alpha,alpha-dibromoketones through a diethylzinc-mediated halogen-metal exchange, followed by their reaction with alpha-bromocarbonyl compounds. This cross-coupling reaction enables the selective formation of zinc enolates from alpha,alpha-dibromoketones in the presence of alpha-bromocarbonyl compounds, leading to the synthesis of 1,4-dicarbonyl compounds. Chiral 1,4-dicarbonyl compounds can be obtained through enantioselective bromination of aldehydes and subsequent cross-coupling reaction with chiral alpha-bromoaldehydes and alpha,alpha-dibromoacetophenones.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Jin-He Na, Xiang Liu, Jia-Wen Jing, Jing Wang, Xue-Qiang Chu, Mengtao Ma, Hao Xu, Xiaocong Zhou, Zhi-Liang Shen
Summary: A step-economical and efficient one-pot reaction was developed for the direct cross-coupling of aryl fluorosulfate with aryl bromide. This reaction, conducted at room temperature in THF solvent, does not require the use of preprepared/commercial organometallic reagents. By utilizing nickel catalyst, magnesium turnings, and lithium chloride, the desired biaryls were obtained in moderate to good yields with reasonable functional group compatibility.
Article
Chemistry, Applied
Mingyang Gao, Jiamin Wang, Weixiang Shang, Yuchao Chai, Weili Dai, Guangjun Wu, Naijia Guan, Landong Li
Summary: Suzuki-Miyaura cross-coupling reaction is a powerful method to construct carbon-carbon bonds and is widely used in the synthesis of functional organic compounds. In this study, zeolite-encased Pd particles (Pd@MFI) were successfully prepared and investigated as promising heterogeneous catalysts for the Suzuki-Miyaura cross-coupling reaction. The Pd@MFI catalysts showed high activity, with dispersed Pd particles efficiently stabilized within the MFI zeolite matrix. The presence of basic sites adjacent to Pd sites was crucial for achieving high catalytic activity.
Article
Chemistry, Multidisciplinary
Dejiang Zhang, Liyuan Le, Renhua Qiu, Wai-Yeung Wong, Nobuaki Kambe
Summary: A strategy for the formation of antimony-carbon bond via nickel-catalyzed cross-coupling of halostibines was developed. This method has a wide substrate scope and is compatible with various functional groups. The successful synthesis of arylated stibine demonstrated the high synthetic potential of this transformation.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Bincy Chindan, Anagha Syam, Hariharan Mahendran, Ramesh Rasappan
Summary: In this study, a method for synthesizing α-vinyltrialkoxysilanes via cross-electrophile C(sp(2))-C(sp(2)) coupling was reported. The method demonstrates high compatibility with functional groups under milder reaction conditions.
Article
Chemistry, Multidisciplinary
Eugenia Miguel-Casan, Mohanad D. Darawsheh, Victor Farina-Torres, Inigo J. Vitorica-Yrezabal, Eduardo Andres-Garcia, Martin Fananas-Mastral, Guillermo Minguez Espallargas
Summary: This study successfully synthesized a stable palladium-based metal-organic framework and demonstrated its excellent catalytic activity and selectivity in the Suzuki-Miyaura allylation of aryl and alkyl boronates. This has important implications for the development of efficient catalysts.
Article
Clinical Neurology
Zeynab Alshelh, Ludovica Brusaferri, Atreyi Saha, Erin Morrissey, Paulina Knight, Minhae Kim, Yi Zhang, Jacob M. Hooker, Daniel Albrecht, Angel Torrado-Carvajal, Michael S. Placzek, Oluwaseun Akeju, Julie Price, Robert R. Edwards, Jeungchan Lee, Roberta Sclocco, Ciprian Catana, Vitaly Napadow, Marco L. Loggia
Summary: This study suggests that patients with different chronic pain conditions exhibit neuroinflammation, which is accompanied by neurophysiological changes and correlates with clinical presentation. These findings contribute to the subtyping of distinct pain syndromes and provide potential targets for precision medicine.
Article
Radiology, Nuclear Medicine & Medical Imaging
Bart de Laat, Yvonne E. Kling, Gwen Schroyen, Maarten Ooms, Jacob M. Hooker, Guy Bormans, Koen Van Laere, Jenny Ceccarini
Summary: This study demonstrates that chronic voluntary alcohol consumption leads to reversible increases in PDE10A enzymatic availability in the striatum, which is related to the amount of alcohol preference. The decrease in striatal PDE10A is associated with alcohol consumption and preference, and PDE10A inhibition may have beneficial effects on reducing alcohol intake.
EUROPEAN JOURNAL OF NUCLEAR MEDICINE AND MOLECULAR IMAGING
(2022)
Review
Neurosciences
Chieh-En Jane Tseng, Christopher J. McDougle, Jacob M. Hooker, Nicole R. Zurcher
Summary: The etiology of autism spectrum disorder (ASD) remains unknown, but gene-environment interactions, mediated through epigenetic mechanisms, are thought to be a key contributing factor. Prenatal environmental factors have been shown to be associated with both increased risk of ASD and altered histone deacetylases (HDACs) or acetylation levels. Alterations in histone acetylation, which lead to changes in gene transcription, may play a key role in ASD.
BIOLOGICAL PSYCHIATRY
(2022)
Article
Clinical Neurology
Yuen-Siang Ang, Cristina Cusin, Yoann Petibon, Daniel G. Dillon, Micah Breiger, Emily L. Belleau, Marc Normandin, Hans Schroder, Sean Boyden, Emma Hayden, M. Taylor Levine, Aava Jahan, Ashley K. Meyer, Min Su Kang, Devon Brunner, Steven E. Gelda, Jacob Hooker, Georges El Fakhri, Maurizio Fava, Diego A. Pizzagalli
Summary: This study investigated option generation in major depressive disorder and how dopamine might modulate this process, as well as the effects of modafinil on option generation in healthy individuals. The findings showed that patients with major depressive disorder generated fewer but more unique options, and dopamine activity in the putamen played a key role in option generation. Modafinil was also found to reduce the creativity of options produced by healthy individuals.
Article
Anatomy & Morphology
Artur Agaronyan, Raeyan Syed, Ryan Kim, Chao-Hsiung Hsu, Scott A. Love, Jacob M. Hooker, Alicia E. Reid, Paul C. Wang, Nobuyuki Ishibashi, Yeona Kang, Tsang-Wei Tu
Summary: The study on the olive baboon brain provides insights into the human brain and neurological disorders. PET and MRI are used for non-invasive brain imaging, and a three-dimensional atlas of the olive baboon brain is developed for multimodal imaging analysis.
FRONTIERS IN NEUROANATOMY
(2022)
Article
Immunology
Ludovica Brusaferri, Zeynab Alshelh, Daniel Martins, Minhae Kim, Akila Weerasekera, Hope Housman, Erin J. Morrissey, Paulina C. Knight, Kelly A. Castro-Blanco, Daniel S. Albrecht, Chieh-En Tseng, Nicole R. Zuercher, Eva-Maria Ratai, Oluwaseun Akeju, Meena M. Makary, Ciprian Catana, Nathaniel D. Mercaldo, Nouchine Hadjikhani, Mattia Veronese, Federico Turkheimer, Bruce R. Rosen, Jacob M. Hooker, Marco L. Loggia
Summary: The impact of the COVID-19 pandemic on the brain health of uninfected individuals has been underexplored. However, research has shown that pandemic-related stressors may lead to neuroinflammation, resulting in symptoms such as fatigue, brain fog, and depression.
BRAIN BEHAVIOR AND IMMUNITY
(2022)
Correction
Radiology, Nuclear Medicine & Medical Imaging
Bart de Laat, Yvonne E. Klingl, Gwen Schroyen, Maarten Ooms, Jacob M. Hooker, Guy Bormans, Koen Van Laere, Jenny Ceccarini
EUROPEAN JOURNAL OF NUCLEAR MEDICINE AND MOLECULAR IMAGING
(2022)
Editorial Material
Chemistry, Medicinal
Courtney C. Aldrich, Felix Calderon, Stuart J. Conway, Chuan He, Jacob M. Hooker, Donna M. Huryn, Craig W. Lindsley, Dennis C. Liotta, Christa E. Muller
ACS MEDICINAL CHEMISTRY LETTERS
(2022)
Correction
Multidisciplinary Sciences
Tharick A. Pascoal, Mira Chamoun, Elad Lax, Hsiao-Ying Wey, Monica Shin, Kok Pin Ng, Min Su Kang, Sulantha Mathotaarachchi, Andrea L. Benedet, Joseph Therriault, Firoza Z. Lussier, Frederick A. Schroeder, Jonathan M. DuBois, Baileigh G. Hightower, Tonya M. Gilbert, Nicole R. Zurcher, Changning Wang, Robert Hopewell, Mallar Chakravarty, Melissa Savard, Emilie Thomas, Sara Mohaddes, Sarah Farzin, Alyssa Salaciak, Stephanie Tullo, A. Claudio Cuello, Jean-Paul Soucy, Gassan Massarweh, Heungsun Hwang, Eliane Kobayashi, Bradley T. Hyman, Bradford C. Dickerson, Marie-Christine Guiot, Moshe Szyf, Serge Gauthier, Jacob M. Hooker, Pedro Rosa-Neto
NATURE COMMUNICATIONS
(2022)
Editorial Material
Chemistry, Medicinal
Courtney C. Aldrich, Felix Calderon, Stuart J. Conway, Chuan He, Jacob M. Hooker, Donna M. Huryn, Craig W. Lindsley, Dennis C. Liotta, Christa E. Muller
Summary: Epigenetics is one of the fastest growing and most impactful fields in chemical biology, neuroscience, medicinal chemistry, and drug discovery. To highlight its importance, we invited submissions for a virtual special issue on this topic and present the Epigenetics 2022 virtual special issue.
ACS INFECTIOUS DISEASES
(2022)
Article
Biochemistry & Molecular Biology
Nicole D. Bartolo, Sarah E. Reid, Hema S. Krishnan, Azra Haseki, Muthukrishnan Renganathan, Tally M. Largent-Milnes, Braxton A. Norwood, Marco L. Loggia, Jacob M. Hooker
Summary: Voltage-gated sodium channels (Navs) play a crucial role in neuronal electrical signaling. This study used Radiocaine to visualize changes in neuronal Nav expression after neuropathic injury. The imaging results showed significantly higher uptake of Radiocaine in the injured sciatic nerve compared to the uninjured nerve, suggesting that Radiocaine could serve as a novel diagnostic tool for neuropathic pain conditions using PET imaging.
ACS CHEMICAL NEUROSCIENCE
(2022)
Article
Biochemistry & Molecular Biology
Nicole D. Bartolo, Niall Mortimer, Mariah A. Manter, Nicholas Sanchez, Misha Riley, Tiernan T. O'Malley, Jacob M. Hooker
Summary: Activation of microglial cells is associated with the progression of neurodegenerative disorders like Alzheimer's disease. Development of molecular imaging tools specific to microglia can help elucidate disease mechanisms. By analyzing genetic, transcriptomic, and proteomic data sets, researchers identified and ranked 19 microglia-specific genes based on their association with AD characteristics.
ACS CHEMICAL NEUROSCIENCE
(2022)
Editorial Material
Biochemistry & Molecular Biology
Jacob M. Hooker
ACS CHEMICAL NEUROSCIENCE
(2023)
Editorial Material
Biochemistry & Molecular Biology
Khalyd J. Clay, Ava E. Axelrod, Christina M. MacLaughlin, Jacob M. Hooker
Summary: Several naturally occurring molecules with potential in treating psychiatric illnesses, including entheogens, are being actively pursued in therapeutic development. However, the label of "DARK Classics" used in ACS Chemical Neuroscience may perpetuate harmful labels and stigmas. This Viewpoint aims to reframe the language surrounding entheogens and psychedelics to highlight their cultural history and uses.
ACS CHEMICAL NEUROSCIENCE
(2023)
Editorial Material
Biochemistry & Molecular Biology
Rachel Wallace, David E. Olson, Jacob M. Hooker
Summary: Neuroplasticity is a complex concept that describes how the brain changes in response to various stimuli and its effects on human behavior. This viewpoint examines neuroplasticity from multiple perspectives to provide a comprehensive understanding of this ambiguous term. By highlighting its relevance in both health and disease, it emphasizes the significance of neuroplasticity in chemical neuroscience.
ACS CHEMICAL NEUROSCIENCE
(2023)
