Studies On The Synthesis Of Polysubstituted Dihydronaphthalene Derivatives By The Free Radical Reaction Of Alkenylcyclopropane

Radical reaction is an important type of reaction.For the advantages of high reactivity,simple operation and fast reaction,radical reaction have been highly concerned by researchers during the past century.A variety of novel and convenient methods have been reported have been widely used in the field of synthesis,drug and pesticide.However,in terms of sustainability,the discovery and development of novel radical reaction still has important significance.The studies include the following two parts:(1)An efficient Fe-catalyzed trifluoromethylation of vinylcyclopropanes was successfully developed.23 examples was used and a series of CF3-containing dihydronaphthalene derivatives were prepared in moderate to high yields(up to 96%)using Togni reagent as the CF3 source.This method offers several advantages in terms of its mild conditions,readily available and cheap catalyst,as well as short reaction time.Subsequently,we undertook further reductive transformations and decarboxylation of dihydronaphthalene derivatives.Finally,the possible radical reaction mechanism was verified by designing control experiment.(2)An efficient a metal-free azidoarylation of vinylcyclopropanes was successfully developed.20 examples was used and a series of N3-containing dihydronaphthalene derivatives were prepared in moderate to high yields(up to 88%).This method offers several advantages in terms of its mild conditions,readily available material,as well as short reaction time.What's more,it is no need metallic catalyst.Subsequently,we undertook further click reaction and reductive amination of dihydronaphthalene derivatives.Finally,the possible radical reaction mechanism was verified by designing control experiment.