Article
Chemistry, Multidisciplinary
Xinyu Chen, Na Yang, Wen Zeng, Lei Wang, Pinhua Li, Hongji Li
Summary: A mild dearomative [5+2]/[2+2] cycloaddition of 1H-indoles with ortho-(trimethylsilyl)aryl triflates was reported, leading to the synthesis of dibenzo[b,e]azepine derivatives in moderate to good yields. Increasing steric hindrance at the C2-position of 1H-indoles directs the reaction towards a [2+2] cycloaddition pathway. Mechanistic investigations suggest that the reaction proceeds through a [2+2] cycloaddition followed by a ring expansion to form the [5+2] cycloaddition product.
CHEMICAL COMMUNICATIONS
(2021)
Review
Chemistry, Organic
Preeti Yadav, Nivedha Velmurugan, Christine K. Luscombe
Summary: In recent decades, direct C-H arylation has become a preferred tool for biaryl coupling in organic synthesis due to its simplicity, efficiency, and reduced environmental impact compared to traditional cross-coupling methods. However, the low reactivity of aryl C-H bonds often requires harsh reaction conditions, which limits its sustainability. Therefore, developing milder conditions for direct C-H arylation reactions has become an important research goal.
SYNTHESIS-STUTTGART
(2023)
Article
Chemistry, Organic
Fa-Chuang Liu, Meng-Jie Si, Xin-Ru Shi, Shi-Yi Zhuang, Qun Cai, Yi Liu, An-Xin Wu
Summary: A transition-metal-free formal (4 + 2) cycloaddition for the direct assembly of acridone derivatives has been developed using easily accessible o-aminobenzamides and 2-(trimethylsilyl)aryl triflates. The base plays a crucial role in the controlled synthesis of N-H and N-aryl acridones. Preliminary fluorescence studies show that N-aryl acridones can be used as fluorescent materials with a wide emission range.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Amy L. Mayhugh, Christine K. Luscombe
Summary: This method reports a robust direct arylation for benzofuran at room temperature, showing high efficiency and substrate adaptability, with excellent tolerance towards functional groups.
Article
Chemistry, Multidisciplinary
Long Yang, Becky Bongsuiru Jei, Alexej Scheremetjew, Binbin Yuan, A. Claudia Stueckl, Lutz Ackermann
Summary: A copper-catalyzed electrochemical method for direct chalcogenation of o-carboranes has been established, allowing for high levels of position and chemo-selectivity control. This method provides an efficient means to activate inert cage C-H bonds for the late-stage diversification of o-carboranes.
Article
Chemistry, Organic
Kailas V. Preeti, Kailas V. Kallurkar, Prathama S. Mainkar, Raju Adepu, Srivari Chandrasekhar
Summary: A concise route for the synthesis of dihydrobenzo-[j]-phenanthridinones has been developed using an aryne annulation strategy under metal-free reaction conditions. The reaction involves multiple C-C and C-N bond cleavages/formations through Diels-Alder reaction, aromatization-driven C-N bond cleavage, and amide formation.
Review
Chemistry, Organic
Sefa Ucar, Arif Dastan
Summary: Over the past 40 years, transition-metal-free arylation reactions have been attracting attention due to economic and environmental reasons. Efforts have been made to develop efficient approaches for the arylation of heteroarenes without transition metals in recent years. This review aims to cover the literature from 2015 to early 2021, providing a comprehensive overview of these atom-economical and environmentally benign reactions.
SYNTHESIS-STUTTGART
(2021)
Article
Chemistry, Multidisciplinary
Li Lin, Zhonglie Yang, Jianchen Liu, Jingxia Wang, Jiale Zheng, Jun-Long Li, Xiaobin Zhang, Xiang-Wei Liu, Hezhong Jiang, Jiahong Li
Summary: An efficient visible-light-induced iodosulfonyl reaction of alkenes in water was accomplished using an EDA complex strategy without the need for transition-metal catalysts and organic solvents. The method showed a broad substrate scope, high chemical selectivity, and was performed at room temperature.
Article
Chemistry, Multidisciplinary
Avishek Guin, Subrata Bhattacharjee, Akkattu T. Biju
Summary: This study demonstrates the direct C2-functionalization of pyridines through a transition-metal-free protocol using aryne multicomponent coupling. The reaction allows for the synthesis of C2-substituted pyridine derivatives bearing the -CF3 group in good yields, with activated keto esters also being employed as third components in the formal 1,2-di(hetero)arylation of ketones. Performing the reaction under dilute conditions inhibits the competing pyridine-aryne polymerization pathway, leading to the desired products.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Applied
Zhaozhao Sun, Huawen Huang, Qiaolin Wang, Guo-Jun Deng
Summary: This report presents a visible-light-mediated hydroalkylation reaction of alkenes using aldehydes as alkyl sources via bromo radical-promoted photoredox decarbonylation. The protocol offers an alternative approach to C(sp(3))-C(sp(3)) bond formation, featuring mild and clean reaction conditions, obviation for transition-metal catalyst, and good functional group compatibility.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Qiao-Lin Wang, Huawen Huang, Zhaozhao Sun, Yufeng Chen, Guo-Jun Deng
Summary: A new oxidative coupling reaction was achieved using visible-light-induced photocatalysis, providing a sustainable alternative to Minisci benzylation reactions. The combination of photocatalysis, bromo radical mediation, and aerobic oxidation proved to be essential for the success of the transformation. Mechanistic studies showed the feasibility of both oxidative and reductive quenching of the excited photocatalyst in the initial step.
Article
Chemistry, Analytical
Parthasarathy Srinivasan, Soumadri Samanta, John Bosco Balaguru Rayappan, Kamalakannan Kailasam
Summary: In this study, metal-free 2D mesoporous g-C3N4 nanosheets were synthesized for the highly selective and sensitive detection of ethanol at ambient temperature. The nanosheets exhibited a significantly large surface area and excellent sensing characteristics, showing promise for applications in gas sensing technology.
SENSORS AND ACTUATORS B-CHEMICAL
(2021)
Article
Chemistry, Multidisciplinary
Yongquan Tang, Fang Chen, Sai Wang, Qi Sun, Xiangju Meng, Feng-Shou Xiao
Summary: A porous phenanthroline-based polymer, synthesized via free radical polymerization, exhibits excellent catalytic performance in transition-metal-free C-H arylation reactions, potentially opening up new possibilities for the design of novel heterogeneous transition-metal-free catalysts.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Jiaxin Zhao, Rui Su, Antonio Fieramosca, Weijie Zhao, Wei Du, Xue Liu, Carole Diederichs, Daniele Sanvitto, Timothy C. H. Liew, Qihua Xiong
Summary: This study reports the realization of polariton lasing in a TMD microcavity at room temperature for the first time, showing evidence of continuous wave pumped polariton lasing through macroscopic occupation of the ground state, emergence of temporal coherence, presence of an exciton fraction-controlled threshold, and buildup of linear polarization. This work represents a critical step towards utilizing nonlinear polariton-polariton interactions and providing a new platform for thresholdless lasing.
Article
Multidisciplinary Sciences
Hyun-Tak Kim
Summary: Room-temperature superconductivity in hydrides measured under high pressure can be theoretically explained by combining the generalized BCS T-c and the diverging effective mass in the Brinkman-Rice (BR)-Bardeen-Cooper-Schrieffer (BCS) model. The transition from the on-site Coulomb interaction in a correlated metal to the interaction in the superconducting state can lead to superconductivity induced by volume contraction caused by high pressure or low temperature.
SCIENTIFIC REPORTS
(2021)
Article
Chemistry, Organic
Ranjeet A. Dhokale, Santosh B. Mhaske
Article
Chemistry, Organic
Ranjeet A. Dhokale, Santosh B. Mhaske
JOURNAL OF ORGANIC CHEMISTRY
(2017)
Review
Chemistry, Organic
Ranjeet A. Dhokale, Santosh B. Mhaske
SYNTHESIS-STUTTGART
(2018)
Article
Chemistry, Organic
Ranjeet A. Dhokale, Santosh B. Mhaske
Article
Chemistry, Organic
Ranjeet A. Dhokale, Frederick J. Seidl, Anand H. Shinde, Joel T. Mague, Shyam Sathyamoorthi
Summary: This study presents the first examples of tethered silanoxyiodination reactions of allylic alcohols, yielding useful silanediol organoiodide synthons with high regioselectivity and diastereocontrol. The reaction is scalable without loss of yield or selectivity, and the products serve as starting materials for various transformations. DFT calculations provide insights into the excellent 6-endo selectivity of this reaction, indicating kinetically and thermodynamically favored products.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Ranjeet A. Dhokale, Frederick J. Seidl, Shyam Sathyamoorthi
Summary: The study demonstrates that 1M aqueous HCl/THF or NaBH4/DMF can facilitate the demercurative ring-opening of cyclic organomercurial synthons into secondary silanol products bearing terminal alkenes. A two-step protocol allows for the rearrangement of primary allylic silanol substrates into cyclic organomercurials. Computational investigations indicate that the rearrangement is thermodynamically controlled and the di-tert-butylsilanol protecting group plays a crucial role in product selectivity.
Review
Chemistry, Multidisciplinary
Stephany M. Ramos De Dios, Virendra K. Tiwari, Christopher D. McCune, Ranjeet A. Dhokale, David B. Berkowitz
Summary: This review discusses biomacromolecule-assisted screening methods and the discovered chemical reactions. Enzymes, antibodies, and nucleic acids have all been used as sensors to detect product chirality. These biomacromolecule-based screens offer high sensitivity and selectivity, and they have been applied to discover new chemical transformations in synthetic organic chemistry.
Article
Chemistry, Organic
Anand H. Shinde, Ranjeet A. Dhokale, Joel T. Mague, Shyam Sathyamoorthi
Summary: We demonstrate the effectiveness of di-tert-butylsilanols as nucleophiles for the interception of palladium pi-allyl species. The optimized protocol allows for stereospecific cyclization reactions, providing blank slates for further functionalization.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Someshwar Nagamalla, Ranjeet A. Dhokale, Frederick J. Seidl, Joel T. Mague, Shyam Sathyamoorthi
Summary: The first examples of rearrangement reactions of allylic silanol substrates into linear ketone and 5-membered cyclic silanediol organomercurial products are presented in this study. The reactions are mediated by Hg(OTf)(2) and show differences in the use of base, solvent, and temperature. Mechanistic studies suggest that these products result from a series of cascading transformations in one pot, with a DFT analysis providing insights into the rearrangement process.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Meeting Abstract
Chemistry, Multidisciplinary
Stephany Ramos De Dios, Ranjeet Dhokale, Danielle Graham, David Berkowitz
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY
(2019)
