Refernces
10.1016/j.bmcl.2005.06.045
The research presents a new synthesis of isoaurones, a class of compounds related to the alleged structure of isoaurostatin, via Heck intramolecular cyclization of cinnamic esters of 2-iodophenols. The study was motivated by the potential of isoaurostatin as a topoisomerase I inhibitor, which could serve as an antitumor agent. The synthesized isoaurones were evaluated for their cytotoxic activity against the human non-small lung carcinoma cell line H460, revealing modest cytotoxicity compared to structurally similar 4-arylcoumarins. Key chemicals involved in the synthesis include ortho-iodophenols, cinnamic acids, palladium acetate (Pd(OAc)2), sodium acetate (NaOAc), and various reagents for esterification and cyclization processes. The study also highlights the importance of structural nuances in determining the biological activity of these compounds, as demonstrated by the comparison between isoaurone 6f and arylcoumarin 7.
10.1039/c39880000721
This research aims to develop a synthetic route for Aflatoxin B2, a highly toxic and carcinogenic metabolite produced by various Aspergillus species. The study focuses on synthesizing a ring A differentiated tetrahydrofurobenzofuran intermediate, which can be converted into Aflatoxin B2. Key chemicals used in the research include 3,5-dimethoxy phenol, ortho-iodophenol, lead tetra-acetate (LTA), di-isobutylaluminum hydride (DIBAL-H), and t-butyl mercaptide. The researchers successfully synthesized the intermediate compound through a series of reactions, including iodination, reduction, and cyclization, achieving an overall yield of approximately 4%. The study concludes that the synthesized intermediate can be further converted into Aflatoxin B2, demonstrating a feasible synthetic pathway. The research also highlights the challenges in differentiating the oxygen substituents on ring A and presents a method to selectively demethylate the intermediate using t-butyl mercaptide, achieving improved selectivity and yield. This work represents a significant advancement in the synthesis of aflatoxins and lays the foundation for further studies on their structure and toxicity.
10.1002/adsc.201500315
The research focuses on the development of 2-[(neopentyl glycolato)boryl]phenyl triflates and halides as novel benzyne precursors that can generate benzynes bearing various reactive functional groups upon fluoride ion treatment at 120°C, either through microwave heating or oil bath conditions. The experiments involved the synthesis of these precursors through palladium-catalyzed Miyaura borylation of 2-iodophenol derivatives or ortho-selective iodination of the corresponding boronic acids, without the need for protecting groups. The in-situ-generated benzynes were then subjected to [4+2], (3+2), and [2+2] cyclo additions with different arynophiles, leading to the formation of benzo-fused multicyclic compounds while maintaining the functional groups. The study utilized various analytical techniques, including NMR, IR spectroscopy, and HR-MS, to characterize the synthesized compounds and monitor the reactions' progress and outcomes.
10.1055/s-0034-1380463
The research explores the use of palladium nanoparticles (PdNPs) as a catalyst for the one-pot synthesis of benzofurans via Sonogashira cross-coupling reactions under ambient conditions. The purpose of this study is to develop an efficient and sustainable method for synthesizing benzofurans, which are important for their biological activities and presence in natural products. The researchers used ligand-free palladium nanoparticles stabilized by coordinating solvents, along with triphenylphosphine as a co-ligand and potassium carbonate (K2CO3) as a base. The key chemicals involved include methyl 4-hydroxy-3-iodobenzoate, 3-Tolylboronic acid, 2-iodophenol, various aryl- and alkylacetylenes, and phenylacetylene. The study concludes that PdNPs effectively catalyze the synthesis of a variety of benzofurans with good yields and can be recycled for up to four cycles without significant loss of activity.
Xn, 
Xi
