Article
Chemistry, Multidisciplinary
Ko Sato, Hiroshi Tanaka
Summary: In this study, a borate-mediated one-pot sequential Suzuki-Miyaura coupling method was successfully used to synthesize various lignan compounds, achieving the synthesis of naturally occurring lignans through asymmetric cyclic hydroboration and a series of reaction steps.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Organic
Yuichiro Kawamoto, Toyoharu Kobayashi, Hisanaka Ito
Summary: Stachyodin A, with a unique spirotetrahydrofuran ring system, was isolated from the roots of Indigofera stachyodes in 2018. The first total synthesis of racemic stachyodin A was accomplished in 14 steps.
Article
Chemistry, Organic
Vipin K. Kavita, Vipin K. Maikhuri, Harbansh Singla, Jyotirmoy K. Maity, Ashok K. Prasad
Summary: A facile and efficient methodology was developed for the synthesis of novel 1-glycopyranosyl-4-biaryl butenone derivatives through a domino reaction, a Suzuki-Miyaura coupling reaction, and an aldol condensation. Various chalcone type biphenyl C-glycosides were obtained in 75-85% yields by reacting C-glycosides with different boronic acids in the presence of a Pd(II)-catalyst and a base in methanol at room temperature.
SYNTHETIC COMMUNICATIONS
(2023)
Article
Multidisciplinary Sciences
Lara E. Zetzsche, Jessica A. Yazarians, Suman Chakrabarty, Meagan E. Hinze, Lauren A. M. Murray, April L. Lukowski, Leo A. Joyce, Alison R. H. Narayan
Summary: This study demonstrates the use of cytochrome P450 enzymes for biocatalytic cross-coupling reactions, enabling the formation of sterically hindered biaryl bonds through oxidative C-C bond formation. By engineering the substrate and atroposelectivity of the P450 enzyme, a highly efficient and selective process has been developed.
Article
Chemistry, Multidisciplinary
Timothy B. Boit, Milauni M. Mehta, Junyong Kim, Emma L. Baker, Neil K. Garg
Summary: This study presents a new method for adding two different nucleophiles to the carbonyl carbon of an amide in a single step, leading to the conversion of amides to chiral alcohols. The use of non-precious-metal catalysis enables this one-pot process, potentially allowing for the development of new transformations converting carboxylic acid derivatives to functional groups with stereogenic centers.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Yanlin Yu, Yuzhu Gong, Binbin Cao, Haidong Liu, Xiaoli Zhang, Xu Han, Shuanglong Lu, Xueqin Cao, Hongwei Gu
Summary: A one-pot method was used to prepare palladium complexed with azo porous organic polymer nanospheres, which exhibited high catalytic activity and cycling stability in both 4-nitrophenol reduction and Suzuki-Miyaura coupling reactions. The unique structure of the material promoted the formation of a uniform active center and improved electron transfer, resulting in efficient catalysis and high yields in the reactions.
CHEMISTRY-AN ASIAN JOURNAL
(2021)
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
Energy & Fuels
Abhinav Kumar, Rajaram Bal, Rajendra Srivastava
Summary: The production of fuel range chemicals from biomass-derived carbonyls using acid-base catalytic processes is a feasible strategy to reduce dependency on nonrenewable fossil fuels. The use of CePO4 as a catalyst support for Pd nanoparticles in aldol condensation reactions allows for the selective production of C8-C15 range fuels. The catalytic system shows high furfural conversion and selectivity for the desired hydrogenated product, making it a promising approach for fuel and chemical production.
Article
Chemistry, Organic
You-Dong Shao, Dan-Dan Han, Meng-Meng Dong, Xin-Ru Yang, Dao-Juan Cheng
Summary: An unprecedented atroposelective annulation method has been developed for the construction of N-heterobiaryl atropisomers, achieving high yields and excellent enantioselectivity. The approach also demonstrates versatility in transforming towards other functional N-heterobiaryl atropisomers.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Physical
Simon Garnier, Kevin Brugemann, Agnieszka Zak, Johnny Vercouillie, Marie Potier-Cartereau, Mathieu Marchivie, Sylvain Routier, Frederic Buron
Summary: The first access to N-1, N-4 disubstituted pyrrolo[2,3-d][1,2,3]triazoles is reported, and aryl groups were introduced at the C-5 and C-6 positions through regioselective electrophilic brominations followed by Suzuki-Miyaura cross coupling reactions.
Article
Chemistry, Multidisciplinary
Naveen Diddi, Dale E. Ward
Summary: The total synthesis of dolabriferol C was achieved by a series of unique chemical reactions, simplifying the synthetic process significantly. This synthetic approach combines different stereochemical selectivities and enantioselective reactions, providing new insights for the study of related compounds.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Physical
Karan Goswami, Dipak Das, Parthasarathi Bera, Sounak Roy, Md. Motin Seikh, Prasanta Kumar Sinha, Arup Gayen
Summary: This work presents the development of a simple and highly active heterogeneous Pd catalyst for Suzuki-Miyaura carbon-carbon cross-coupling reaction. The NiPdFe-1 catalyst shows the best activity and stability among the prepared catalysts. It efficiently promotes the coupling reaction between aryl bromide and phenyl boronic acid under mild reaction conditions with high isolated yields.
JOURNAL OF MOLECULAR STRUCTURE
(2024)
Article
Chemistry, Applied
Xiaohua Li, Jiayuan Sun, Shanshan Shao, Xinggang Hu, Yixi Cai
Summary: A one-pot method for jet fuel production based on biomass-derived ketone platform compound was developed, effectively solving issues like poor catalyst reusability and side reactions. By controlling temperature, optimizing conditions, and adding organic solvents, a high yield of targeted hydrocarbons was achieved.
FUEL PROCESSING TECHNOLOGY
(2021)
Article
Chemistry, Multidisciplinary
Jie Xu, Samantha Grosslight, Kyle A. Mack, Sierra C. Nguyen, Kyle Clagg, Ngiap-Kie Lim, Jacob C. Timmerman, Jeff Shen, Nicholas A. White, Lauren E. Sirois, Chong Han, Haiming Zhang, Matthew S. Sigman, Francis Gosselin
Summary: An efficient asymmetric synthesis of a potent KRAS G12C covalent inhibitor, GDC-6036, was reported. The synthesis involved a highly selective Negishi coupling and a series of reaction sequences, leading to the desired compound with a 40% overall yield from the starting materials.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Physical
Qiang Deng, Honggen Peng, Zhenzhen Yang, Tao Wang, Jun Wang, Zheling Zeng, Sheng Dai
Summary: Developing a powerful bifunctional catalyst is crucial for achieving future carbon neutrality by reducing energy consumption in the chemical industry. This study synthesizes mesoporous zeolite-encapsulated palladium nanoparticles (Pd@meso-ZSM-5) using emulsification-demulsification and dry-gel transformation methods, which exhibit remarkable catalytic performance in the one-pot multiple tandem reaction of cyclic ketones to bicyclic alkanes. Unlike traditional two-step synthesis routes, Pd@meso-ZSM-5 efficiently produces bicyclic alkanes instead of monocyclic alkanes, due to the sufficient space for large molecular intermediates provided by mesoporosity and the promoting effect of the acid-Pd interface on intermediate conversion.
APPLIED CATALYSIS B-ENVIRONMENTAL
(2023)
