Article
Chemistry, Organic
Bruno Lainer, Dawid Lichosyt, Maiia Aleksandrova, Pawel Dydio
Summary: In this study, an enantioselective synthesis of secondary benzylic alcohols and diarylmethanols was achieved through sequential catalysis, allowing for various alcohols and aryl nucleophiles with tolerance to a range of functional groups.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Daniel Sowa Prendes, Florian Papp, Nagesh Sankaran, Nardana Sivendran, Frederike Beyer, Christian Merten, Lukas J. Goossen
Summary: Arylglycines, which are important pharmacophores in several top-selling drugs, can now be synthesized from abundant aryl chlorides using a Pd-catalyzed Schollkopf-type amino acid synthesis.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Wei Wu, Beibei Luo, Yi You, Zhiqiang Weng
Summary: A novel synthesis approach for the construction of 2-trifluoroethyl-substituted benzofurans under copper-catalyzed conditions has been developed, with moderate to excellent yields (up to 93%). This method is also applicable to the formation of 2-trifluoroethylated indoles.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Physical
Fei Ma, Jie Li, Shuning Zhang, Yuang Gu, Tingting Tan, Wanting Chen, Shuyue Wang, Hongtao Xu, Guang Yang, Richard A. Lerner
Summary: Metal-catalyzed one-pot reaction using DNA encoding has been developed for the formation of C(sp(2))-C(sp(3)) and C(sp(3))-S bonds. The reaction shows wide substrate scopes and moderate to excellent yields, greatly expanding the chemical space of DNA-compatible reactions and the molecular scaffold diversity of DNA-encoded libraries.
Article
Chemistry, Organic
Jinghan Luo, Xingxing Jia, Yanjun Hu, Jianchao Chen, Tiemin Sun
Summary: A novel and simple one-pot stepwise method to synthesize benzoxaboroles was demonstrated, which has been successfully applied in the synthesis of the anti-tuberculosis candidate drug and anti-fungal drug. The method is efficient, with good substrate tolerance and can be applied in the synthesis of various compounds.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Organic
Fumito Saito, Simon Euteneuer
Summary: We describe a method for the one-pot, three-component synthesis of sulfides using a sulfoxide reagent as a formal sulfur dication equivalent. This protocol involves three simple chemical operations with two Grignard reagents and trimethylsilyl chloride (TMSCl) to sequentially generate sulfenate anions, sulfenate esters, and sulfides. We demonstrate the versatility of this method by synthesizing a wide range of sulfides, including dialkenyl and alkenyl-alkynyl sulfides, without the need for thiols.
Article
Chemistry, Organic
Hamilton C. Zimba, Lucas L. Baldassari, Angelica Moro
Summary: This study reports the development of a catalytic one-pot process, discussing the challenges and advantages encountered throughout. A regioselective, environmentally friendly, and operationally simple method was developed to explore the reactivity of functionalized propargylic alkynes through three copper-catalysed reactions in a single reaction vessel. The sequence involved hydroboration, azidation, and 1,3-dipolar cycloaddition, resulting in the regioselective formation of vinyl 1,2,3-triazoles in good yields.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Organic
Zeinab Shirvandi, Bahareh Atashkar, Mohammad Ali Zolfigol, Amin Rostami
Summary: Three novel and efficient protocols for the synthesis of phenyl aryl selenides have been developed. These protocols involve a three-component coupling reaction using triphenyltin chloride, aryl halides, phenolic esters or nitroarenes, Se powder, CuI or Cu(OAc)2 as catalyst, and a base. The reactions were carried out in PEG200 at 90-100 degrees C. Additionally, NiFe2O4 was used as a magnetically reusable nanocatalyst under similar reaction conditions. These methods offer advantages over existing methods as they utilize a green solvent, inexpensive and reusable catalysts, and avoid toxic and expensive arylselenating reagents.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Organic
Mohamed Hassan, Sara-Cathrin Krieg, Cedric Ndefo Nde, Jessica Roos, Thorsten J. Maier, Eman A. El Rady, Mohamed A. Raslan, Kamal U. Sadek, Georg Manolikakes
Summary: A novel synthesis method for nitro fatty acids is reported, offering a controlled and stereoselective construction process from common building blocks. This streamlined approach allows for the access to both naturally occurring nitro fatty acids and non-natural derivatives.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Shuang Wu, Qiong Liu, Quanfeng Zhang, Ya Zhou, Meiyan Liu, Youlin Zeng
Summary: In this study, a new Cu(II) catalyst was reported for the efficient amination of various substrates including aryl boronic acids and anilines. The catalyst showed good reusability and high yields of N-arylation products.
Article
Chemistry, Multidisciplinary
Miha Ravbar, Amadeja Koler, Muzafera Paljevac, Mitja Kolar, Peter Krajnc, Jernej Iskra
Summary: In this study, palladium was immobilized on a highly porous copolymer to obtain a supported catalyst with good catalytic activity and recyclability. The immobilized catalyst was able to catalyze the coupling reaction at room temperature and tolerated various substituents on the aromatic ring.
Article
Chemistry, Organic
Zhilong Chen, Jiao Kang
Summary: A concise method for the direct synthesis of halophenols from (hetero)aryl boronic acids/esters has been developed. This method demonstrates a broad substrate scope, good functional group tolerance, and formal synthesis of bioactive molecules. By utilizing environmentally friendly reagents and green solvents, the reaction can be carried out at room temperature in the open air, making it economically efficient.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Multidisciplinary
Chao Wang, Qianqian Li, Shilei Wang, Gongming Zhu, Anlian Zhu, Lingjun Li
Summary: A new reaction system was developed for the efficient synthesis of 5-aryl-1,2,3-triazole compounds, featuring low-cost catalyst, clean oxidant, less-toxic additive, and low reaction temperature. This method can provide mild conditions for multi-component synthesis of complex alkynyl or azide donors.
Article
Chemistry, Organic
Veeranna Guguloth, Ramesh Balaboina, Narasimha Swamy Thirukovela, Ravinder Vadde
Summary: The one-pot three-component reaction using CuI catalyst in [bmim][PF6] to access 3-aminofurans proceeded well, with the resultant products easily isolated and the system reusable up to six times with minimal decrease in activity.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Review
Chemistry, Applied
Matisyahu S. Fogel, Kazunori Koide
Summary: Traditionally, new synthetic reactions were developed using a model substrate for screening reaction conditions. However, in 1998, Gao and Kagan introduced the concept of pooling multiple substrates in one pot to study the generality of an enantioselective method. This underutilized platform has few applications in literature, but with advancements in chromatography techniques, it may be time to revisit its potential for developing new synthetic methods.
ORGANIC PROCESS RESEARCH & DEVELOPMENT
(2023)
