Electrocatalytic Construction Of Quinoline Heterocyclic Compounds And The Application Of New Chlorinating Reagents In The Synthesis Of Quinoline Drug

In modern society,environmental issues have become increasingly prominent,and green chemistry has received increasing attention in organic synthesis.For oxidation or reduction in organic synthesis,electro-organic synthesis has become a useful and environmentally friendly alternative method.For the chemical process of industrial production,green chemistry is an effective mean to avoid or reduce the generation of three wastes.This thesis was mainly divided into two parts:The first part mainly studied the method of constructing quinoline nitrogen-containing heterocyclic compounds with DMF as the carbon source under the electrochemical conditions of non-metal catalysis.It was mainly elaborated through the following four aspects:1.the applications of electrochemistry in the construction of nitrogen-containing heterocyclic compounds were reviewed;2.the electro-organic synthesis reactions mediated by iodide were described;3.the reactions of DMF as the carbon source were introduced;4.the methods of constructing chromenquinoline compounds were systematically described with 4-arylamino-coumarins as the raw materials and DMF as the carbon source under the electrochemical conditions mediated by iodide,the yields were up to 92%.The second part mainly developed a new chlorinated reagent for industrial production of green synthetic process of anti-chronic myeloid leukemia drug bosutinib.After reviewing the synthetic method of Bosutinib,a new chlorination reagent prepared by BTC and Ph₃PO was designed and invented.And then2-cyano-N-（2,4-dichloro-5-methoxyphenyl）-3-（（4-methoxy-3-（3-（4-methylpipera-zin-1-yl）pro-poxy）phenyl）amino）acrylamide reacted with the chlorination reagent in acetonitrile under the heating condition to prepar bosutinib with high purity,the crude product yield was 78%,and the purity of the product is high after one recrystallization.This method had the characteristics of green,high efficiency,and high atomic economy,which was beneficial to industrial production.The research in this paper provides a new strategy for the synthesis of chromone quinolines and bosutinib,and has a certain practical value.