64146-63-0Relevant academic research and scientific papers
Synthesis of Benzo[c]silole Derivatives Bearing a Tetrasubstituted Exocyclic C=C Double Bond by Palladium-Catalyzed Domino Reactions
Wagner, Patrick,Gulea, Mihaela,Suffert, Jean,Donnard, Morgan
, p. 7458 - 7462 (2017/06/06)
The synthesis of diversely substituted 2,3-dihydro-benzo[c]siloles through an unprecedented palladium-catalyzed domino sequence is reported, involving a cyclocarbopalladation of an internal silylalkyne. This reaction proceeds with complete stereoselectivity to lead to a fully substituted exocyclic C=C double bond. Notably, the overall domino sequence appears to be crucial to obtain the desired cyclic vinylsilanes.
Synthesis, characterization of palladium hydroxysalen complex and its application in the coupling reaction of arylboronic acids: Mizoroki-Heck type reaction and decarboxylative couplings
Heo, Yumi,Kang, Yi Young,Palani, Thiruvengadam,Lee, Junseong,Lee, Sunwoo
experimental part, p. 1 - 5 (2012/09/07)
(Salen-OH)Pd (1, salen-OHN,N′-bis(3,5-di-hydroxysalicylidene)- ethylenediamine) was prepared by a simple one step reaction and fully characterized by 1H and 13C NMR, IR spectroscopy, and X-ray crystallography. This palladium complex showed good activities as a catalyst in the Mizoroki-Heck-type reaction and the decarboxylative coupling reaction. In the Mizoroki-Heck type reaction, arylboronic acids and alkenes were reacted at 90°C for 3 h in the presence of 2.0 mol% of the palladium complex 1 and AgOAc to give the desired coupled product in good yields. In the decarboxylative coupling reactions, the desired coupled products were obtained in good yields when 0.5 mol% of the palladium complex was employed at room temperature.
CuI/PPh3/PEG-Water: An efficient catalytic system for cross-coupling reaction of aryl iodides and alkynes
Chen, Gong,Xie, Jianwei,Weng, Jiang,Zhu, Xinhai,Zheng, Zhanchao,Cai, Jiwen,Wan, Yiqian
experimental part, p. 3123 - 3133 (2011/09/19)
An efficient protocol for the copper-catalyzed Sonogashira coupling of aryl iodides with terminal acetylenes in water-polyethylene glycol has been established. Both electron-rich and electron-deficient aryl iodides were arylalkynated under microwave heating or reflux in oil bath to afford good to excellent yields. Copyright
Palladium-catalyzed cross-coupling of aryl electrophiles with dimethylalkynylaluminum reagents
Wang, Baomin,Bonin, Martine,Micouin, Laurent
, p. 3481 - 3484 (2007/10/03)
(Chemical Equation Presented) Alkynyldimethylaluminum reagents are easily available from terminal akynes and trimethylaluminum via a triethylamine- catalyzed metalation. These compounds can react with various aromatic and heterocyclic halides in the presence of palladium in a fast and efficient way. This catalyzed cross-coupling reaction provides a simple entry to numerous internal alkynes, using a readily available, inexpensive, and nontoxic metalating agent.
Cross-Coupling of Alkynylsilanols with Aryl Halides Promoted by Potassium Trimethylsilanolate
Denmark, Scott E.,Tymonko, Steven A.
, p. 9151 - 9154 (2007/10/03)
The palladium-catalyzed cross-coupling of aliphatic alkynylsilanols with aryl iodides has been demonstrated with potassium trimethylsilanolate as the coupling promoter and copper(I) iodide as a cocatalyst. The cross-coupling proceeds at room temperature in good to excellent yield with a range of aryl iodides. A comparison of the reactivity of alkynylsilanols, trimethylsilylalkynes, and terminal alkynes under fluoride and fluoride-free conditions was performed to elucidate the role of silicon in the Sonogashira reaction.
