Studies On The Reactions Of Copper-catalyzed Cross-dehydrogenative Coupling Of Coumarins With Alkyl Radicals And Phosphorus-centered Radicals With 3-methyleneisoindolinones

Heterocyclic compound molecular is a kind of important organic compounds which contains heterocyclic structure. They generally exist in the material and drug molecules so that they attract great attention in organic chemistry. The coupling reactions between radicals catalyzed by transition matals and heterocyclic compounds to form C-C and C-P bonds will enhance and improve the activities. Compared to Pd and other transition metals which are expensive, copper and silver are ideals catalyst for their lower toxicity and cheapness so that approve greener and more efficient methods to catalyze reactions.This thesis consists of three parts. The first part involves a selective copper-catalyzed benzylation of coumarin via cross-dehydrogenative coupling. Advantages of this reaction include high regioselectivity and a wide substrate scope. The second part discusses a DTBP-induced methyl radical reaction with coumarins towards affording 3-methyl coumarins. And the last part involves the reaction of phosphorus-centered radicals initiated by Ag2CO3 with 3-methyleneisoindolinones which has advantages of easy to operate and environmental-friendly. The structures of all products were confirmed by 1H NMR, 13 C NMR and H RMS techniques. A plausible mechanism was proposed for all reactions.