Multi-envnes Dehydroaromatization To Construct Substituted Fulorenone And Fluorenol Via Domino Reactions

In many natural products and synthetic drugs contain somecondensed structure.To construct polycyclic skeleton has become thefocus of research of scientific research workers. So how to high efficiency,cleanly to achieve this goal has become a research priority. Andpalladium catalytic Domino reactiong can achieve these goals, such ashave a good substrate adaptability, high efficiency, low pollution, etc. Inthis paper, I systematically study under the palladium catalystmultiple-eneyne dehydrogen aromatization Domino to constructsubstituted fluorenone and fluorenol, formed in one step reaction isconstructed by the two C-C bond and an aromatic ring. This reactionavoids the lost of separation intermediately product and resources waste,This reaction accords with the concept of green chemistry. Main contentsare as follows:Under the condition of palladium catalyst,using multipleeneyne as raw materials by intramolecular hydrogen aromatization buildsubstituted fluorenone and fluorenol skeleton.Under130℃,Pd（OAc）₂as catalyst、 DMF as solvent、3-bromine propiolic as promoter.Afteractivation of C-H and C-C coupling can formed fluorenone and fluorenolskeleton in one step.I get14substituted fluorenone and11substitutedfluorenol. At the same time also studied the reaction substrate adaptabilityand electronic effect of the influence of the reaction products yield. Allproducts was characterized by by IR, NMR, and HRMS. Ten typicalsingle crystal structure of the products was determined by X-ray singlecrystal analysis.This reaction starting materials is simple, simple synthesismethod, the substrate of high adaptability, high yield. Because offluorenone and fluorenol as raw material of functional polymer monomer,so the response is expected to be applied to the development of polymermaterials, and widely used.