Article
Chemistry, Organic
Swamy Peraka, Badaraita Gorachand, Akram Hussain, Revoju Sravanthi, Dhevalapally B. Ramachary
Summary: Structurally complex cedrane scaffolds were synthesized in high yields and selectivities using a sequential one-pot method. This green synthesis approach demonstrates the unique combination of coupling and annulation routes, with the highlight on organocatalytic ring isomerization.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Sourav Chakraborty, Bhaswati Paul, Utpal Chandra De, Ramalingam Natarajan, Swapan Majumdar
Summary: Here, we describe a green and efficient method for the synthesis of pyrano[2,3-c]pyrazole derivatives using a three-component strategy in a water-SDS-ionic liquid system. The method offers high yields, eco-friendly conditions, chromatography-free purification, and recyclability of the reaction medium. The selectivity of the process is controlled by the N-substituent present in the pyrazolinone.
Article
Chemistry, Organic
Zongbo Xie, Hongxia Li, Jiangnan Yang, Xiao Zhu, Zhanggao Le
Summary: An efficient and green method was developed to obtain 4H-pyrano[3,2-c]coumarin derivatives using a deep eutectic solvent (DES) zinc chloride/acetamide. The reaction proceeded in a single step with moderate to high yields and under mild reaction conditions.
SYNTHESIS-STUTTGART
(2022)
Article
Chemistry, Inorganic & Nuclear
Fatemeh Ghorbanipour, Shefa Mirani Nezhad, Seied Ali Pourmousavi, Ehsan Nazarzadeh Zare, Golnaz Heidari
Summary: In this study, a magnetic polymer-based nanocatalyst was successfully synthesized and demonstrated excellent catalytic activity in the synthesis of pyrano[3,2-c]chromens. The catalyst offers the advantages of simple reaction conditions, easy product isolation, convenient magnetic separation, and reusability with minimal activity loss.
INORGANIC CHEMISTRY COMMUNICATIONS
(2023)
Article
Biochemistry & Molecular Biology
Yuliya E. Ryzhkova, Fedor V. Ryzhkov, Michail N. Elinson, Oleg I. Maslov, Artem N. Fakhrutdinov
Summary: In this study, the green chemistry techniques of PASE and one-pot synthesis were applied to efficiently and quickly synthesize Chromeno[2,3-b]pyridines, substances demanded in medicinal and material chemistry. By extending the PASE approach with 'component economy' and involving the solvent as a reactant, O-substituted 5-alkoxy-5H-chromeno[2,3-b]pyridines were synthesized via a two-step transformation. Mechanistic studies aided in optimizing the reaction conditions for high yields (77-93%).
Article
Chemistry, Organic
Kosuke Nakashima, Asako Minai, Yuichi Okuaki, Yasuyuki Matsushima, Shin-ichi Hirashima, Tsuyoshi Miura
Summary: A novel squaramide organocatalyst efficiently promoted the asymmetric Friedel-Crafts alkylation of oc,6-unsaturated trifluoromethyl ketones with aromatic alcohols, affording the corresponding 6-trifluoromethyl-substituted 7,8-dihydrochromen-6-ol derivatives in high yields and enantioselectivity.
TETRAHEDRON LETTERS
(2022)
Article
Multidisciplinary Sciences
Jiaxi Xu, Xin Wang, Nikos Hadjichristidis
Summary: The study demonstrates that the one-pot ring-opening terpolymerization using tert-butylimino-tris(dimethylamino)phosphorene as a catalyst can produce perfectly alternating diblock terpolymers with highly controllable molecular weights and narrow molecular weight distributions.
NATURE COMMUNICATIONS
(2021)
Article
Chemistry, Organic
Mariliis Kimm, Ivar Jarving, Maksim Oseka, Tonis Kanger
Summary: Asymmetric rearrangement reactions are highlighted as a perfect tool for constructing new carbon-carbon bonds in an enantioselective manner. The article specifically discusses a new and straightforward procedure for synthesizing alpha-hydroxy ketones with high diastereo- and enantioselectivity through the enantioselective [2,3]-Wittig rearrangement of cinnamyloxycyclohexanone derivatives catalyzed by a commercially available primary amine.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Dong-Xing Zhu, Jian-Guo Liu, Ming-Hua Xu
Summary: A one-pot reaction has been developed for the stereodivergent synthesis of diverse 2,3-disubstituted dihydrobenzofurans under mild conditions with high yields and stereoselectivity. By appropriate permutations of two chiral catalysts, a wide range of chiral products can be accessed, demonstrating the ability of two chiral catalysts to independently control two contiguous stereogenic centers.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Razieh Moradi, Ghodsi Mohammadi Ziarani, Alireza Badiei
Summary: This study focuses on the one-pot synthesis of spiro[indoline- 3,4'-pyrano[2,3-c] pyrazole] derivatives using isatins, pyrazolones, and malononitrile in aqueous media. The methodology offers mild and neutral reaction conditions, short reaction times, high yields, and operational simplicity.
RESEARCH ON CHEMICAL INTERMEDIATES
(2023)
Article
Chemistry, Multidisciplinary
Lin-Xuan Wang, Bin Qiu, Xiao-De An, Pei-Zhen Dong, Rui-Bin Liu, Jian Xiao
Summary: The unprecedented organocatalytic cascade aldimine condensation/[1,6]-hydride transfer/Mannich-type cyclization of indole-2-carbaldehydes with o-aminoanilines was successfully developed to assemble polycyclic indole-2,3-fused diazocanes in one step. This novel methodology is highly efficient, metal-free, redox-neutral, and capable of operating at room temperature, providing a new approach for utilizing hydride transfer chemistry in constructing medium-sized ring structures.
Article
Chemistry, Organic
Kamil Swiatek, Greta Utecht-Jarzynska, Marcin Palusiak, Jun-An Ma, Marcin Jasinski
Summary: This study presents a synthetically useful approach for the one-pot preparation of 1-aryl-3-trifluoromethylpyrazoles using in situ generated nitrile imines and mercaptoacetaldehyde applied as 1 equiv of acetylene. The protocol involves (3 + 3)-annulation of the mentioned reagents to form 5,6-dihydro-5-hydroxy-4H-1,3,4-thiadiazine, followed by cascade dehydration/ring contraction reactions with p-TsCl. Additionally, the method was used to prepare representative nonfluorinated analogues functionalized with Ph, Ac, and CO2Et groups at the C(3)-position of the pyrazole ring.
Article
Chemistry, Multidisciplinary
Abbas Ali Esmaeili, Fariba Mesbah, Mandieh Zangouei, Saeid Amini-Ghalandarabad, Masoud Tasmimi, Azizollah Habibi, Ali Reza Fakhari, Amir Khojastehnezhad
Summary: An efficient and rapid method has been developed for the synthesis of a novel type of pyrano[2,3-d][1,3]thiazolo[3,2-a]pyrimidine derivatives through a three-component condensation reaction, with isolated yields of 90-94% achieved in short reaction times (5-10 min).
RESEARCH ON CHEMICAL INTERMEDIATES
(2021)
Article
Chemistry, Organic
Nadia Hanafy Metwally, Thoraya Hossam Koraa, Sherif Mohamed Hamed Sanad
Summary: In recent years, there has been growing interest in the use of enzymes as biocatalysts for modern organic synthesis. This study investigated the synthesis of various compounds using pepsin as a biocatalyst. The results showed that by adjusting the reaction conditions, different compounds could be synthesized with good yields, and these compounds exhibited a wide range of antibacterial activity.
SYNTHETIC COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Md Shafaat Al Mehedi, Dare E. George, Jetze J. Tepe
Summary: This article reports the synthesis of 3,4-disubstituted 1H-pyrazoles and 3,5-disubstituted pyridines by reacting epoxides with hydrazine and ammonia, respectively. Both reactions employ Sc(OTf)3 as a Lewis acid and utilize different reaction conditions for subsequent transformations.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
