Article
Chemistry, Organic
Diksha Bhardwaj, Ruby Singh
Summary: A series of new functionalized analogues of spirooxindole-pyrrolidines have been synthesized via 1,3-dipolar cycloaddition reaction strategy under efficient and eco-friendly conditions. The reaction formed a complex heterocyclic hybrid with multiple stereo centers in one step, showcasing a high regio- and exo-selective manner. Single crystal X-ray diffraction analysis was used to determine the regio-/stereochemistry.
TETRAHEDRON LETTERS
(2021)
Article
Chemistry, Multidisciplinary
Bichao Song, Xueying Guo, Li Yang, Haiyue Yu, Xinlei Zong, Xiujuan Liu, Hao Wang, Zhongliang Xu, Zhenyang Lin, Weibo Yang
Summary: Inspired by the C-H oxidation mechanism of cytochromes P450, a practical Rh-III-catalyzed acylmethylation macrocyclization via C-H/O-2 dual activation has been developed. The macrocyclization process is facilitated by a synergic coordination from pyridine and ester group. This unique reaction mode differs from established olefination and alkylation paths, and its mechanism has been revealed through density functional theory (DFT) calculations and control experiments. The newly achieved acylmethylation macrocyclic products and their derivatives exhibit potent anti-H1N1 bioactivity, which may lead to the discovery of novel anti-H1N1 macrocyclic leading compounds.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Physical
Nasim Batooie, Mohammad Mehdi Khodaei, Kiumars Bahrami, Seyyed Shahram Miraghaee, Nouraddin Hosseinzadeh, Soraya Sajadimajd
Summary: An efficient and environmentally friendly method using hexyltriphenylphosphonium bromide ionic liquid as a promoter and solvent has been developed for the synthesis of novel compounds. The method allows for the one-pot synthesis of the target products from CH acids, aldehydes, and 2-mercaptobenzimidazole at ambient temperature, with high yields and short reaction times. Furthermore, the synthesized compounds exhibit significant anti-cancer effects on skin, prostate, and pancreatic cancers.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Chemistry, Organic
Baofu Zhu, Jiaming He, Kai Zou, Anquan Li, Chen Zhang, Jiaji Zhao, Hua Cao
Summary: This study established a three-component reaction catalyzed by base, involving ynals, isocyanates, amines, and alcohols. The strategy enables a wide range of substrates and provides a simple process for the preparation of diverse pyridine derivatives with good yields and high regioselectivities.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Sivagami Mathavan, Rajesh B. R. D. Yamajala
Summary: A strategy for synthesizing a series of diverse 4H-pyrimido[2,1-b]benzothiazoles has been developed using elemental sulfur under metal and solvent-free conditions. This method allows for the easy synthesis of desired products in good to excellent yields, with broad substrate scope, inexpensive catalyst, and mild reaction conditions.
Article
Polymer Science
Burcu Alkan, Ozgun Daglar, Serter Luleburgaz, Begum Gungor, Ufuk Saim Gunay, Gurkan Hizal, Umit Tunca, Hakan Durmaz
Summary: A novel one-pot cascade reaction was proposed for the synthesis and simultaneous modification of polyesters, utilizing the Passerini three-component reaction. The study emphasized the significance of temperature in achieving high molecular weight polymers and efficient reactions.
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
Wei-Bao He, Sai-Jie Zhao, Jing-Yang Chen, Jun Jiang, Xiang Chen, Xinhua Xu, Wei-Min He
Summary: A practical method for the synthesis of 4-thiocyanato-1H-pyrazoles was established through an electrochemical cascade reaction of hydrazines, 1,3-diones and NH4SCN under metal-, chemical oxidant- and external electrolyte-free conditions. Importantly, both a gram-scale synthesis of 4-thiocyanato-1H-pyrazoles and five one-pot sequential transformations starting from hydrazine were successfully achieved.
CHINESE CHEMICAL LETTERS
(2023)
Article
Polymer Science
Andrew Harrison, Christina Tang
Summary: This study successfully demonstrated the capability of performing multiple reaction steps in one pot using amphiphilic nanoreactors dispersed in water, with the ability to spontaneously separate the product, potentially reducing solvent waste and simplifying the isolation of the desired product and reuse of the catalyst.
Article
Chemistry, Organic
Asmaa Belabbes, Veronica Selva, Francisco Foubelo, M. De Gracia Retamosa, Jose M. Sansano
Summary: The synthesis of complex spiro{pyrrolidine-3,1'-pyrrolo[3,4-c]pyrrole} skeleton under mild conditions is presented, with the order of addition of a primary amine and two equivalents of corresponding maleimide being crucial for high yields. The mechanism was studied by simple tests, revealing the Michael type addition of the amine onto the maleimide as a key step. Interesting scaffold hybrids were prepared through sequential addition of two different maleimides, and a more intriguing architecture was obtained through a metathesis reaction between allylic residues in the molecule precursor.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Crystallography
Mezna Saleh Altowyan, Saied M. Soliman, Matti Haukka, Nora Hamad Al-Shaalan, Aminah A. Alkharboush, Assem Barakat
Summary: A new spirooxindole hybrid engrafted imidazo[2,1-b]thiazole core structure was synthesized via [3+2] cycloaddition reaction. The absolute configuration was determined by single-crystal X-ray diffraction analysis. Hirshfeld and DFT calculations confirmed the crystal stability and correlation between calculated geometric parameters. TD-DFT and GIAO calculations were used to interpret the experimental UV-Vis and NMR spectra.
Article
Chemistry, Organic
Daohong Yu, Yungen Liu, Chi-Ming Che
Summary: A synthetic method for constructing trifluoromethyl-pyrrolo[2,1-a]isoquinolines via decarboxylation and photocatalytic reactions is described. This method exhibits broad substrate compatibility and enables facile access to pharmaceutically active derivatives.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Applied
Mohammad Bagher Teimouri, Zahra Bozorgpour Savadjani, Morteza Shiri, Rahman Bikas, Soheila Naderi
Summary: A new class of quinone dyes, xanthoquinones, have been synthesized through a cycloaddition reaction, resulting in a specific structure of xanthone and quinone subunits.
Article
Biochemistry & Molecular Biology
Darakshan, Tasneem Parvin
Summary: A simple, facile, and efficient green methodology has been developed for the synthesis of benzophenazine tethered tetrahydropyridopyrimidine derivatives. This method offers operational simplicity, wide substrate scope, moderate to good yields, and presence of bioactive moieties.
MOLECULAR DIVERSITY
(2023)
Article
Chemistry, Applied
Truong Giang Luu, Hee-Kwon Kim
Summary: A method for preparing sulfonamides using visible light is described in this study. The method involves the use of aryl diazo tetrafluoroborate salt, 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO), and amino benzoate as substrates, with CuBr2 as a catalyst and 3-methyl-3-pentanol as an additive. This one-pot multicomponent reaction provides sulfonamides under mild conditions, yielding products with up to 96% yield.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
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)
