Article
Chemistry, Multidisciplinary
Hidde Elferink, Willem H. C. Titulaer, Maik G. N. Derks, Gerrit H. Veeneman, Floris P. J. T. Rutjes, Thomas J. Boltje
Summary: This work investigates the addition of monosaccharides to marketed drugs to improve their pharmacokinetic properties for oral absorption. A set of chloromethyl glycoside synthons were developed to prepare a variety of glycosyloxymethyl-prodrugs. In vitro and in vivo experiments confirmed the successful release of the parent drug.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Review
Biochemistry & Molecular Biology
Siva S. Panda, Marian N. Aziz, Jacek Stawinski, Adel S. Girgis
Summary: Azomethine ylides are frequently used three-atom components in nitrogen-based [3+2]-cycloaddition reactions with a variety of unsaturated 2 pi-electron components. These reactions demonstrate remarkable regio- and stereoselectivity and have attracted organic chemists' interest in constructing diverse heterocycles with four contiguous stereogenic centers. This review article summarizes the significant [3+2]-cycloaddition reactions of azomethine ylides with various olefinic, unsaturated 2 pi-electron components (acyclic, alicyclic, heterocyclic, and exocyclic ones) reported in the past two decades.
Article
Chemistry, Multidisciplinary
Jan Samsonowicz-Gorski, Anastasiia Hrunyk, Anna Brodzka, Ryszard Ostaszewski, Dominik Koszelewski
Summary: A novel chemoenzymatic cascade reaction protocol for synthesizing para-quinols from inexpensive phenols is presented. The protocol involves the oxidation of hydroquinones to benzoquinones using enzymes and their subsequent transformation into p-quinols via catalysis. The optimized system and mild conditions ensure excellent yields. The method offers an extended product range and improves efficiency by the interaction between the enzyme and the metal catalyst.
Article
Chemistry, Multidisciplinary
Shaomin Chen, Luigi Vaccaro, Yanlong Gu
Summary: Diversity-oriented synthesis is a powerful tool for constructing complex structures using versatile reagents. Simple and practical versatile reagents with multiple reactivities are preferred for practical and universal applications. These reagents can play different roles simultaneously in the same reaction, offering more possibilities for synthesizing active pharmaceutical ingredients.
CHINESE CHEMICAL LETTERS
(2024)
Article
Chemistry, Organic
Sharajit Saha, Bijoy Debnath, Kangkan Talukdar, Pallab Karjee, Santu Mandal, Tharmalingam Punniyamurthy
Summary: Rh-catalyzed weak and traceless directing-group-assisted cascade C-H activation and annulation of sulfoxonium ylides with vinyl cyclopropanes have been achieved to produce functionalized cyclopropane-fused tetralones at moderate temperature. Important practical features of this method include C-C bond formation, cyclopropanation, functional group tolerance, late-stage diversifications of drug molecules, and scale-up.
Article
Chemistry, Multidisciplinary
Shubhendu S. Karandikar, David R. Stuart
Summary: Aryl(Mes)iodonium salts, versatile aryl transfer reagents, are synthesized via boron-iodane exchange, resulting in improved yield and faster reaction time. Mechanistic studies reveal a pathway more like transmetallation than SEAr.
CHEMICAL COMMUNICATIONS
(2022)
Review
Chemistry, Organic
Pannala Padmaja, B. V. Subba Reddy, Vinod G. Ugale, Pedavenkatagari Narayana Reddy
Summary: This review highlights the preparation methods and reactions of arylidenemalononitriles in the synthesis of various heterocyclic compounds.
CURRENT ORGANIC SYNTHESIS
(2022)
Article
Chemistry, Applied
Annamalai Senthilvelan, Muthian Shanmugasundaram, Anilkumar R. Kore
Summary: An efficient and improved chemical method for gram-scale synthesis of RNA dinucleotides has been described. The method utilizes phosphoramidite chemistry and a solution-phase strategy, resulting in high yields and purity (> 99.5%).
ORGANIC PROCESS RESEARCH & DEVELOPMENT
(2022)
Article
Chemistry, Multidisciplinary
Tian-Jiao Han, Min-Can Wang, Guang-Jian Mei
Summary: The first Bronsted acid-catalyzed oxa-Michael reaction cascade of 2-indolylmethanols with trione alkenes was achieved, leading to the formation of a variety of tetracyclic indoles with excellent regio- and diastereoselectivity. The strong Bronsted acid catalyst not only handled the regioselectivity issue effectively, but also played a dual role in activating substrates and accelerating subsequent intramolecular cyclization and dehydration processes for high reaction efficiency.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Organic
Stephane Golling, Frederic R. Leroux, Morgan Donnard
Summary: This study presents a novel regio- and stereoselective silylformylation reaction of ynamides, demonstrating good tolerance to functional groups. Substitution of CO by an isocyanide enhances the safety and practicality of this reaction, providing a rapid access to various tetrasubstituted 3-silyl-2-amidoacrolein derivatives. The synthetic potential of these new building blocks has been evaluated through postfunctionalization.
Review
Biochemistry & Molecular Biology
Zahra Tashrifi, Mohammad Mohammadi-Khanaposhtani, Bagher Larijani, Halleh Hamedifar, Samira Ansari, Mohammad Mahdavi
Summary: Vinylazides are versatile precursors in organic synthesis for constructing N-heterocycles, which can be converted into various intermediates leading to polyfunctional cyclic nitrogen-containing compounds. This review categorizes the reactions of vinylazides based on the resulting N-heterocyclic rings in the past decade and provides a brief description of the reaction mechanisms.
MOLECULAR DIVERSITY
(2021)
Review
Chemistry, Organic
Yimei Guo, Qinghe Gao
Summary: This review systematically highlights recent advances in 3-aminoindazoles as versatile synthons in organic transformations, providing a deep understanding of their importance for synthetic and medicinal chemists.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Pathik Sahoo
Summary: Supramolecular interactions can create stable spatial architectures that resist reorientation in response to an external electromagnetic field. However, liquid crystal molecules with weak intermolecular interactions are easily aligned with an external field but are unable to form robust supramolecular structures. This study addresses the challenge of developing supramolecular gelators with liquid crystalline properties by confining the supramolecular interaction within a short 2D area and allowing the resulting supramolecular plate to organize itself according to the external field.
CRYSTAL GROWTH & DESIGN
(2023)
Article
Chemistry, Multidisciplinary
Seoyoung Cho, E. J. McLaren, Qiu Wang
Summary: The difunctionalization of strained cyclic alkynes provides a powerful strategy to construct diverse cyclic alkenes. A new approach using a zincate base/nucleophile system has been demonstrated for efficient formation of cyclohexyne intermediates and selective addition of various carbon and nitrogen nucleophiles, enabling the synthesis of structurally diverse cyclohexene motifs. The modularity and ease of access to highly complex polycyclic scaffolds in one step highlight the importance and utility of this method.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Andoni Rodriguez-Abetxuko, Antonio Reifs, Daniel Sanchez-deAlcazar, Ana Beloqui
Summary: This study presents a multifunctional chemoenzymatic nanoreactor NanoNOx for the glucose-controlled regeneration of nicotinamide cofactors. The NanoNOx shows high efficiency, stability, and reusability, and can effectively oxidize various natural and artificial enzyme cofactors. It is the first example of a hybrid chemoenzymatic nanomaterial mimicking NOx enzymes in cooperative one-pot cascade reactions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Xiang Ma, Qiao Yan, Martin G. Banwell, Jas S. Ward
Article
Chemistry, Multidisciplinary
Rehmani N. Muhammad, Ee Ling Chang, Alistair G. Draffan, Anthony C. Willis, Paul D. Carr, Martin G. Banwell
AUSTRALIAN JOURNAL OF CHEMISTRY
(2018)
Article
Agriculture, Multidisciplinary
Min-Yi Liang, Yongsheng Chen, Martin G. Banwell, Yong Wang, Ping Lan
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2018)
Article
Chemistry, Organic
Ping Lan, Martin G. Banwell, Anthony C. Willis
JOURNAL OF ORGANIC CHEMISTRY
(2018)
Article
Chemistry, Organic
Jiri Mikusek, Jeremy Nugent, Jas S. Ward, Brett D. Schwartz, Alison D. Findlay, Jonathan S. Foot, Martin G. Banwell
Article
Chemistry, Organic
Faiyaz Khan, Michael Dlugosch, Xin Liu, Marium Khan, Martin G. Banwell, Jas S. Ward, Paul D. Carr
Article
Chemistry, Organic
Xinghua Ma, Xin Liu, Patrick Yates, Warwick Raverty, Martin G. Banwell, Chenxi Ma, Anthony C. Willis, Paul D. Carr
Article
Chemistry, Multidisciplinary
Michael Dlugosch, Martin G. Banwell
AUSTRALIAN JOURNAL OF CHEMISTRY
(2018)
Article
Agriculture, Multidisciplinary
Ya-Ru Ma, Martin G. Banwel, Rian Yan, Ping Lan
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2018)
Article
Chemistry, Organic
Yun Qiu, Michael Dlugosch, Xin Liu, Faiyaz Khan, Jas S. Ward, Ping Lan, Martin G. Banwell
JOURNAL OF ORGANIC CHEMISTRY
(2018)
Article
Agriculture, Multidisciplinary
Min-Yi Liang, Martin G. Banwell, Yong Wang, Ping Lan
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2018)
Article
Plant Sciences
Jiri Mikusek, Jeremy Nugent, Ping Lan, Martin G. Banwell
JOURNAL OF NATURAL PRODUCTS
(2019)
Article
Chemistry, Organic
Fei Tang, Ping Lan, Benoit Bolte, Martin G. Banwell, Jas S. Ward, Anthony C. Willis
JOURNAL OF ORGANIC CHEMISTRY
(2018)
Article
Chemistry, Organic
Phillip P. Sharp, Jiri Mikusek, Junming Ho, Elizabeth H. Krenske, Martin G. Banwell, Michelle L. Coote, Jas S. Ward, Anthony C. Willis
JOURNAL OF ORGANIC CHEMISTRY
(2018)
Article
Chemistry, Organic
Michael Dlugosch, Xinghua Ma, Shuxin Yang, Martin G. Banwell, Chenxi Ma, Jas S. Ward, Paul Carr