109689-33-0Relevant academic research and scientific papers
Key factors in the synthesis of polycyclic iridaaromatics: Via the methoxyalkenylcarbene pathway
Bolan?, Sandra,Cid-Seara, Krystal M.,Pen?-Gallego, ángeles,Talavera, Maria
supporting information, p. 11216 - 11220 (2021/08/25)
Polycyclic iridaaromatic compounds are of great interest not only because of the contributions made in aromatic chemistry , but also because of the possibility of improving the results of the applications of the corresponding organic analogues in different fields. Therefore, understanding the requirements necessary to build on demand this type of compound with specific properties is of great importance. In this work, the keys to successfully synthesize iridaaromatic complexes via methoxyalkenylcarbenes are established. Experimental and theoretical results show (i) that bearing two aromatic substituents on the gamma carbon of the methoxyalkylcarbene promotes the C-H bond activation; (ii) the need for large steric hindrance of the second substituent for a selective synthesis and, (iii) the selectivity in the C-H bond activation towards the less sterically hindered system.
Direct Exploitation of the Ethynyl Moiety in Calcium Carbide Through Sealed Ball Milling
Hosseini, Abolfazl,Schreiner, Peter R.
, p. 4339 - 4346 (2020/07/04)
Ball milling of calcium carbide (CaC2) enables the reaction of its ethynyl moiety with organic electrophiles. This was realized simply by co-milling CaC2 with organic substrates in a sealed jar without the need for an additive or a catalyst. Various ketones including those bearing α-hydrogens were ethynylated in good yields at short reaction times. Aryl halides are also amenable substrates for this protocol as they furnish aryl ethynes through a benzyne intermediate. This method offers a practical and cheap alternative to the established procedures for introducing ethynyl functionalities.
Convenient and highly efficient routes to 2 H-chromene and 4-chromanone derivatives: Iodine-promoted and p-toluenesulfonic acid catalyzed cascade cyclizations of propynols
Qiu, Yi-Feng,Ye, Yu-Ying,Song, Xian-Rong,Zhu, Xin-Yu,Yang, Fang,Song, Bo,Wang, Jia,Hua, Hui-Liang,He, Yu-Tao,Han, Ya-Ping,Liu, Xue-Yuan,Liang, Yong-Min
supporting information, p. 3480 - 3487 (2015/03/04)
A convenient strategy is presented for the easy preparation of a series of 2 H-chromenes under mild conditions through iodocyclization of readily accessible propynols. In addition, various 4-chromanones can be synthesized through a p-toluenesulfonic acid catalyzed cascade cyclization with high efficiency (yields up to 99%). Our developed reaction systems are proven to have good functional-group applicability and can be scaled up to gram quantities in satisfactory yields. These systems also provide a new synthetic strategy for two types of important flavonoid skeleton without using costly and toxic metal catalysts. Additionally, the resulting halides could be further exploited in subsequent palladium-catalyzed coupling reactions, so these compounds could act as potential intermediates for the construction of some valuable drug molecules.
