Research On The Coupling Reaction Of Nitroalkenes As Free Radical Coupling Reagents

Alkylated styrenes represent an important structure in natural products and pharmaceuticals.Therefore,the development of facile syntheses of alkylated styrenes has attracted considerable attention.The classical approaches include Wittig reaction and Julia olefination,and these reactions rely on the requisite phosphonium salts and sulfone starting materials.Herein,we designed the nitrodienes and unactivated alkenes as the model reaction.A series of 22 diene compounds were synthesized with the promotion of crystal hydrate Na₂HPO₄·7H₂O.The reaction conditions were optimized and the yield was as high as89%.The substrate was expanded and compared with the literature.The reaction mechanism was explored and the reaction mechanism was confirmed.The substrate of the synthesized product was analyzed.C-H alkenylation of cyclic ethers?THF,1,4?dioxane?using the readily available nitroalkenes as the alkenylating reagents has been developed and 18?-dienyl ethers and4?-dienyl ethers were synthesized.The reaction conditions were optimized and the yield was as high as 82%.The substrate was expanded.The mechanism of the reaction was investigated and it was confirmed that the reaction was carried out by Proton coupled electron transfer?PCET?process.The structure of the synthesized product was analyzed.The two series of reaction systems have the characteristics of mild reaction conditions,high yield,environmental friendliness and good functional group tolerance.It is expected to develop a new way in the field of the synthesis of olefins by free radical reaction.