1335044-35-3Relevant academic research and scientific papers
An efficient synthesis of 2-(1-(E)-alkenyl)phenylphosphonates via Suzuki reaction of aryl nonaflates with (E)-1-alkenylboronates
Peng, Ai-Yun,Chen, Ba-Tian,Chen, Pei-Jiang
, p. 58 - 62 (2013/06/27)
An efficient and general Suzuki coupling reaction between 2-phosphonylaryl nonaflates and (E)-1-alkenylboronic pinacol esters using Pd(OAc) 2/PPh3 as catalysts, K2CO3 as base and DMF as solvent has been develope
Pd(0)/iodide salt-mediated Heck reaction of aryl nonaflates: Application to the synthesis of 2-(1-alkenyl)phenylphosphonates
Peng, Ai-Yun,Chen, Ba-Tian,Wang, Zheng,Wang, Bo,Mo, Xiao-Bin,Wang, Yuan-You,Chen, Pei-Jiang
experimental part, p. 982 - 986 (2011/11/06)
Iodide salt, such as NaI, KI or n-Bu4NI (TBAI), rather than bromide or chloride salt, was found to play a key role in the Pd(0)-catalyzed Heck reaction of aryl nonaflates and terminal alkenes. In the presence of PdCl2(PPh3)2, NaI or TBAI in DMF, a class of 2-(1-alkenyl)phenylphosphonates was first synthesized via the reaction of o-phosphonylphenyl nonaflates with alkenes, the yields, regioselectivities and stereoselectivities were much dependent on the nature of the substituents. In case of the aryl nonaflates without bearing the sterically hindered phosphonyl group with the alkenes, the reactions proceeded more smoothly under the same conditions, leading to the linear products regioselectively in good to excellent yields. A rationale for this reaction is discussed.
