24785-38-4Relevant articles and documents
Samarium powder-catalyzed palladium-free and ligand-free sonogashira coupling reactions
Jincheng, Mao,Minyan, Wu,Guanle, Xie,Shunjun, Ji
, p. 2101 - 2106 (2009)
A study of samarium powder-catalyzed cross-coupling reactions of aryl halides with terminal alkynes is described. The couplings performed in the polyethylene glycol PEG-600 provided the corresponding coupling products in good yields. The first example of palladium-free, copper-free and amine-free catalytic system for Sonogashira couplings is presented in the absence of ligand.
Lipids as versatile solvents for chemical synthesis
Bayer, Annette,Gevorgyan, Ashot,Hopmann, Kathrin H.
supporting information, p. 7219 - 7227 (2021/09/28)
Development of safe, renewable, cheap and versatile solvents is a longstanding challenge in chemistry. We show here that vegetable oils and related systems can become prominent solvents for organic synthesis. Suzuki-Miyaura, Hiyama, Stille, Sonogashira and Heck cross-couplings proceed with quantitative yields in a range of vegetable oils, fish oil, butter and waxes used as solvents. Appropriate methodologies for high-throughput screening and sustainable isolation techniques applicable for vegetable oils and related lipids are presented.
Selective Phosphoranation of Unactivated Alkynes with Phosphonium Cation to Achieve Isoquinoline Synthesis
Cui, Hong,Bai, Jinku,Ai, Tianyu,Zhan, Ye,Li, Guanzhong,Rao, Honghua
supporting information, p. 4023 - 4028 (2021/05/26)
We herein develop a selective phosphoranation of alkynes with phosphonium cation, which directs a concise approach to isoquinolines from unactivated alkyne and nitrile feedstocks in a single step. Mechanistic studies suggest that the annulation reaction is initiated by the unprecedented phosphoranation of alkynes, thus representing a unique reaction pattern of phosphonium salts and distinguishing it from existing protocols that largely rely on the utilization of highly functionalized imines/oximes and/or highly polarized alkynes.