123871-50-1Relevant articles and documents
Synthesis of Helical Quinone Derivatives by Oxidative Coupling of Substituted 2-Hydroxybenzo[c]phenanthrenes
Shahabuddin, Mohammad,Akutsu, Akira,Kimura, Takao,Karikomi, Michinori
, p. 1547 - 1554 (2017)
A concise synthesis of novel substituted quinone derivatives from commercially available starting materials was developed. For this synthesis, classical photo-induced 6π-electrocyclization was utilized, followed by oxidative aromatization reaction, and su
Stereospecific Iron-Catalyzed Carbon (sp2)-Carbon (sp2) Cross-Coupling of Aryllithium with Vinyl Halides
Chen, Peng,Peng, Xiao-Shui,Wang, Zhi-Yong,Wong, Henry N. C.
supporting information, p. 4385 - 4390 (2021/06/27)
We present herein an efficient synthetic protocol involving iron-catalyzed cross-coupling of organolithium compounds with vinyl halides as key coupling partners. More than 30 examples were obtained with moderate to good yields and high stereoselectivities. The practicality of this method is evidenced by a gram-scale synthesis. In addition, a preliminary mechanistic investigation was also performed.
Model Guided Development of a Simple Catalytic Method for the Synthesis of Unsymmetrical Stilbenes by Sequential Heck Reactions of Aryl Bromides with Ethylene
Barlow, Helen,Buser, Jonas Y.,Glauninger, Hendrik,Luciani, Carla V.,Martinelli, Joseph R.,Oram, Niall,Thompson-Van Hook, Nichole,Richardson, Jeffery
, p. 2678 - 2690 (2018/06/04)
Stilbenes are important and useful structural moieties, but methods for their preparation typically possess numerous inefficiencies. Presented here is a methodology for the two-step, one pot preparation of unsymmetrical stilbenes via sequential Heck reactions. The first Heck reaction with ethylene gas was analysed as a function of temperature and pressure for electronically differentiated naphthyl bromides and model-aided reaction optimization was utilized to define the system. In addition, reactNMR was utilized to determine ethylene solubility in common organic solvents useful for Heck reactions. Finally, an optimized sequential Heck reaction process was developed and applied to a range of substrates allowing for efficient preparation of unsymmetrical stilbenes, including the natural antioxidant, pterostilbene. (Figure presented.).
