Article
Chemistry, Multidisciplinary
Maximilian Scheruebl, Constantin G. Daniliuc, Armido Studer
Summary: The article introduces the application of arynes as radical acceptors, showing how the stable radical TEMPO can react with different ortho-substituted benzynes to generate aryl radicals for subsequent cyclizations, eventually being trapped by TEMPO. This method provides a novel approach for the convenient synthesis of various dihydrobenzofurans, oxindoles, and sultones.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Yuchen Du, Joel T. Mague, Robert A. Pascal
Summary: Highly congested derivatives of biphenyl were prepared through double Diels-Alder reactions, sometimes resulting in only one addition and in other cases leading to two additions. The structures of the compounds showed crowding but without the distortions seen in previous observations.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
David Augros, Corinne Comoy, Yves Fort, Frederic R. Leroux, Armen Panossian
Summary: This study investigates the challenging atropo-enantioselective coupling of in-situ generated arynes and aryllithiums in the presence of a chiral ligand of lithium for the first time. It demonstrates the feasibility of this concept, by affording enantioenriched axially chiral biaryls even in the case of products showing a high degree of steric congestion around the newly created aryl-aryl bond.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Gana Sanil, Maciej Krzeszewski, Wojciech Chaladaj, Witold Danikiewicz, Iryna Knysh, Lukasz Dobrzycki, Olga Staszewska-Krajewska, Michal K. Cyranski, Denis Jacquemin, Daniel T. Gryko
Summary: This study presents the tandem intramolecular hydroarylation of alkynes accompanied by a 1,2-aryl shift. By utilizing the unique electron-rich character of the 1,4-dihydropyrrolo[3,2-b]pyrrole scaffold, pi-expanded, centrosymmetric pyrrolo[3,2-b]pyrroles were synthesized by reacting alkynes at the already occupied positions 2 and 5. The reaction only proceeds in the presence of cationic gold catalyst and produces unknown compounds with six conjugated rings. These synthesized compounds have potential applications in the creation of new materials with various functionalities.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Review
Chemistry, Applied
Seoung-Mi Choi, Ju Hyun Kim
Summary: This review summarizes the progress made in the synthesis of 2H-pyrroles since 2000, including methods such as dearomatization of 1H-pyrrole, oxidation of pyrrolines or pyrrolidines, ring construction via catalytic cycloaddition, and rearrangement of 3H-pyrroles.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Review
Chemistry, Organic
Aaron H. Shoemaker, Daniel R. Griffith
Summary: This Short Review discusses various synthetic approaches to bridged azabicyclic ring systems containing seven-membered carbocyclic rings, with a focus on representative examples from both total synthesis and methodological studies published in the last twenty years.
SYNTHESIS-STUTTGART
(2021)
Article
Chemistry, Organic
Xinkan Yang, Gavin Chit Tsui
Summary: Organic molecules with the trifluoromethyl group are important in pharmaceuticals, agrochemicals, and materials. New trifluoromethylation methods need to address efficiency, selectivity, and the source of CF3. Fluoroform has emerged as an attractive source of CF3 and can be used to efficiently and selectively synthesize trifluoromethylated compounds.
Review
Chemistry, Organic
Rizk E. Khidre, Ibrahim M. A. Radini, Tahah A. Ameen, Ahmed A. M. Abdelgawad
Summary: This review discusses the synthetic methods and pharmacological properties of [1,2,3]triazoloquinoline derivatives, including the ten isomers based on the junction between triazole and quinoline. The synthetic methods are categorized into groups based on the type of isomers, and the pharmacological activity of [1,2,3]triazoloquinoline is also addressed in the review.
CURRENT ORGANIC CHEMISTRY
(2021)
Review
Biochemistry & Molecular Biology
Biswajit Panda, Gianluigi Albano
Summary: Nicotine, a chiral alkaloid found in tobacco plants, targets and stimulates nicotinic acetylcholine receptors, leading to interest in developing synthetic analogues. Current research focuses on synthesizing conformationally restricted analogues of nicotine using various catalytic processes. Biological studies on the activity of these analogues on specific nAChR subunits are also considered.
Review
Chemistry, Organic
Rizk E. Khidre, Mohamed S. Mostafa, Yousef E. Mukhrish, Mounir A. Salem, Mohamed S. Behalo
Summary: This review examines the synthetic methods of pyrazolo[1,2-b]phthalazine derivatives using one-pot multi-component reactions, categorizing them according to the reactant types. Various methods were reported.
CURRENT ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Sifan Li, Yu Wang, Zibo Wu, Weiliang Shi, Yibo Lei, Paul W. Davies, Wei Shu
Summary: A radical triggered fragmentary cyclization cascade reaction is proposed to provide rapid access into [1,2]-annulated indoles. The mechanism involves radical addition, cyclization, aryl migration, and C-N bond cyclization sequence.
Article
Chemistry, Multidisciplinary
Xiayan Y. Zhang, Yi Tong, Gang Li, Hao Zhao, Guanye Chen, Hongliang Yao, Rongbiao Tong
Summary: This article reports an unexpected discovery of a formal 1,5-allyl shift method and provides a mechanistic explanation. This method shows potential applications in organic synthesis and materials chemistry.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Cristina Cheibas, Nicolas Fincias, Nicolas Casaretto, Julian Garrec, Laurent El Kaim
Summary: The Passerini-Smiles reactions of alpha-ketophosphonates with nitrophenols have been studied, revealing complex cascades involving multiple Smiles transfers and phospha-Brook rearrangement. The use of 4-nitrophenols leads to a rare 1,3-Truce-Smiles rearrangement, while 2-nitro derivatives show a different reactivity pattern possibly due to a nitro to nitroso conversion followed by a sigma-pi metathesis. DFT calculations support the proposed mechanisms for both families of adducts, and the potential of this work is further demonstrated by alternative starting materials and the discovery of new aza-Nazarov access.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Merlin Kleoff, Lisa Boeser, Linda Baranyi, Philipp Heretsch
Summary: A metal-free synthesis method for benzotriazoles in flow using azides and in situ generated arynes is reported. The modular access to benzotriazoles is provided by employing different substitution patterns of the azide and aryne coupling partners. The safety profile of the process is improved by minimizing thermal strain of hazardous azides and accumulation of reactive intermediates through short reaction times in flow. The scalability of the reaction is also demonstrated.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Multidisciplinary Sciences
Zikun Wang, Zhansong Zhang, Wanjun Zhao, Paramasivam Sivaguru, Giuseppe Zanoni, Yingying Wang, Edward A. Anderson, Xihe Bi
Summary: The authors synthesized previously thought to be unstable sulfonyl sulfones and demonstrated their broad use as sulfinyl radical precursors in disulfurizations of alkenes and alkynes. Experimental and theoretical investigations suggest that these reactions proceed through sequential sulfonyl and sulfinyl radical addition.
NATURE COMMUNICATIONS
(2021)
Article
Chemistry, Multidisciplinary
Chia-Wen Li, Kamalkishore Pati, Guan-You Lin, Shariar Md. Abu Sohel, Hsiao-Hua Hung, Rai-Shung Liu
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2010)
Editorial Material
Chemistry, Multidisciplinary
Catherine Holden Nee Hall, Michael F. Greaney
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2014)
Article
Chemistry, Multidisciplinary
Pablo Bonilla, Yannick P. Rey, Catherine M. Holden, Paolo Melchiorre
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2018)
Article
Chemistry, Multidisciplinary
Catherine Hall, Jaclyn L. Henderson, Guillaume Ernouf, Michael F. Greaney
CHEMICAL COMMUNICATIONS
(2013)
Review
Chemistry, Multidisciplinary
Shariar Md. Abu Sohel, Rai-Shung Liu
CHEMICAL SOCIETY REVIEWS
(2009)
Article
Chemistry, Multidisciplinary
Tse-An Chen, Te-Ju Lee, Ming-Yuan Lin, Shariar M. A. Sohel, Eric Wei-Guang Dian, Shie-Fu Lush, Rai-Shung Liu
CHEMISTRY-A EUROPEAN JOURNAL
(2010)
Article
Chemistry, Inorganic & Nuclear
Sabyasachi Bhunia, Shariar Md. Abu Sohel, Chao-Chin Yang, Shie-Fu Lush, Fwu-Ming Shen, Rai-Shung Liu
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2009)
Article
Chemistry, Organic
Arindam Das, Shariar Md. Abu Sohel, Rai-Shung Liu
ORGANIC & BIOMOLECULAR CHEMISTRY
(2010)
Article
Chemistry, Organic
Shariar Md. Abu Sohel, Sheng-Hsun Lin, Rai-Shung Liu
Article
Chemistry, Organic
Gary Fairley, Catherine Hall, Ryan Greenwood
Article
Chemistry, Multidisciplinary
Catherine M. Holden, Michael F. Greaney
CHEMISTRY-A EUROPEAN JOURNAL
(2017)
Article
Chemistry, Multidisciplinary
Christopher J. Teskey, Shariar M. A. Sohel, Danielle L. Bunting, Sachin G. Modha, Michael F. Greaney
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2017)
Review
Chemistry, Organic
Shariar Md Abu Sohel, Till Opatz