Article
Chemistry, Organic
Naziya Parveen, Solai Pandidurai, Govindasamy Sekar
Summary: Stereoselective, one-pot synthesis of 3-arylidene-2oxindoles has been achieved using binaphthyl stabilized palladium nanoparticles (Pd-BNP) as reusable catalyst. The synthesis involves Heck-like carbocyclization/ nucleophilic addition of N-(2-iodophenyl)-N-methyl-3-phenylpropiolamide, phenylacetylene, and secondary amine. The Pd-BNP nanocatalyst can be recovered and recycled for multiple catalytic cycles with negligible reduction in particle size, reactivity, and reaction yield.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Jie Ma, Xi Wang, Er-Jun Hao, Zhen Shi, Zhi-Bing Dong
Summary: An efficient synthesis method for 1,2-disubstituted indoles has been developed, providing a straightforward route to the target products from easily accessible starting materials. The protocol offers easy performance, high yield, and a broad substrate scope, indicating its potential synthetic value in the preparation of various biologically or pharmaceutically active compounds.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Mengyan Duan, Guodong Hou, Yabiao Zhao, Congjun Zhu, Chuanjun Song
Summary: A facile strategy for synthesis of isoxazoles involving oxidation of propargylamines to oximes followed by CuCl-mediated cyclization has been developed. This protocol allows for construction of isoxazole cores with wide functional group compatibility, and can be successfully scaled up for gram-scale experiments and synthetic applications.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Jun-Jie Wang, Rui-Xue Bai, Mao-Qi Yang, Zheng-Yu Chen, Min-Dan Wang, Qian Zhao, Guo-Qiang Lin, Jian-Guo Fu, Chen-Guo Feng
Summary: The total synthesis of (-)-amathaspiramide A was achieved through the efficient construction of a chiral aza-spirobicyclic core using the aldol addition/transamidification cascade. The scope of the efficient construction methodology was investigated, and configuration adjustment via an asymmetric protonation process was identified as a vital step to obtain the correct stereochemistry.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Koyo Kazama, Rei Kurokawa, Kei Inoue, Hidenori Kinoshita, Katsukiyo Miura
Summary: One-pot synthesis of siloles from readily available starting materials was proposed. This methodology allows for the preparation of multisubstituted siloles in good to excellent yields with complete regioselectivity. Sequential reactions, including lithiation, silylation, and diisobutylaluminum-hydride-promoted cyclization, enable the efficient formation of the siloles.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Nilay Kanova, Buse Aysen Dundar, Yilmaz Kelgokmen, Metin Zora
Summary: A one pot two step protocol has been developed for the synthesis of 2-acetyl-1H-pyrroles from N-propargylic beta-enaminones. The method is general, providing a diverse range of products with good to high yields and tolerating various functional groups. This operationally easy method offers a rapid access to functionalized 2-acetyl-1H-pyrroles with potential pharmacological interest.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Tanzilya Rizbayeva, Andrey Smolobochkin, Almir S. Gazizov, Julia Voronina, Viktor V. Syakaev, Anna G. Strelnik, Igor Litvinov, Alexander R. Burilov, Michail Pudovik
Summary: This article reports a highly regioselective method for the synthesis of various fused pyridine derivatives, showcasing advantages such as obtaining multiple products in one step, no need for expensive metal-containing catalysts, and high product yield.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Hong Qiu, Lingfeng Tong, Zhongren Lin, Zheyao Li, Haosong Ren, Teng Wang, Xinhong Yu
Summary: This study reports a one-pot three-component reaction based on an oxidative dearomatization strategy to synthesize 5-hydroxyindole derivatives via a ZnI2-catalyzed tandem process. The multi-unit reactions for the construction of a new C-C bond and two C-N bonds are simple and efficient under mild conditions, and the yield of the target product is as high as 91%.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Organic
Alex Manicardi, Atiruj Theppawong, Marleen Van Troys, Annemieke Madder
Summary: 1,4-Dione-containing peptides are generated from the cleavage of 2,5-disubstituted furan-containing systems. The generated electrophilic systems react with a-effect nucleophiles, following a Paal-Knorr-like mechanism, to form macrocyclic peptides after resuspension in water. Detailed investigation of the reaction characteristics was performed on supramolecular coiled-coil systems.
Article
Biochemistry & Molecular Biology
Ye Eun Kim, Hyunsung Cho, Yoo Jin Lim, Chorong Kim, Sang Hyup Lee
Summary: This study presented the one-pot synthesis of novel multisubstituted 1-alkoxyindoles 1 and their mechanistic investigations. The optimized conditions for the reaction were discussed, focusing on the alkylation step and the formation of intermediates. The significance lies in the development of efficient one-pot reactions and the generation of new 1-alkoxyindoles.
Article
Chemistry, Physical
Laura Faba, Juan Gancedo, Jorge Quesada, Eva Diaz, Salvador Ordonez
Summary: This study explores a combined strategy using acid and basic catalysts to enhance the selectivity and efficiency of acetone transformation into mesitylene. After comparing five representative materials, a double bed of Al-MCM-41 and TiO2 is proposed as the optimal approach, resulting in a significant increase in mesitylene productivity through observed synergistic effects.
Article
Chemistry, Organic
Xiaohui Wang, Chengjing Zhang, Jin Zeng, Xiaoyu Mao, Carl Redshaw, Guangle Niu, Xiaoqiang Yu, Xing Feng
Summary: This study presents an efficient one-pot synthesis method for novel pyreno[2,1-b]furan molecules and demonstrates their intense green emission in solution and large red shift emission in the solid state due to strong ir-ir stacking. Furthermore, these compounds display novel two-photon absorption properties, with the TPA cross-section value increased by regulating the substituents' electronic effects. This research not only offers a facile strategy for constructing new luminescence materials with two-photon absorption properties but also provides a new chemical intermediate that opens up a new pathway to advanced materials.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Sunitha Boda, Satheesh Kumar Nukala, Ravinder Manchal
Summary: In this study, a series of new isatin-1,2,4-oxadiazole hybrids were synthesized using a one-pot method and screened for cytotoxicity. Three compounds showed superior activity and demonstrated inhibitory effects in in vitro experiments. Molecular docking and ADMET studies were also performed.
Article
Chemistry, Organic
Lorena S. R. Martelli, Otavio A. M. da Silva, Julio Zukerman-Schpector, Arlene G. Correa
Summary: This work presents a simple one-pot diastereoselective synthesis of new gamma-lactams from ketoaziridines via the Horner-Wadsworth-Emmons reaction, followed by intramolecular ester-aziridine cyclization and its in situ opening. The method provides new gamma-lactams in moderate to good yields, and initial efforts towards an enantioselective version are reported.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Organic
Helen A. Goulart, Daniela R. Araujo, Angelita M. Barcellos, Raquel G. Jacob, Eder J. Lenardao, Gelson Perin
Summary: An efficient, transition-metal-free, and practical one-pot sequential method for the synthesis of organochalcogenyl isoquinolinium imides was reported. The method showed good yields and short reaction times and could be applied to the synthesis of various organoselanyl and organosulfur imides.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)
