Studies On Oxidative Coupling Of Tetrahydroisoquinolines With 3-fluorooxindoles

Tetrahydroisoquinoline and 3-fluorooxindole structural units are present in many bioactive molecules and drugs,and their coupling products would have potential applications for pharmaceutical development.The paper studies the oxidative coupling of tetrahydroisoquinolines and 3-fluorooxindoles,which specifically includes the following two parts:1)The oxidative coupling reaction of tetrahydroisoquinolines with 3-fluorooxindoles under visible light has been developed,and the coupling product has been obtained in high yields with excellent diastereoselectivity.The reaction has a good substrate scope: N-alkyl,N-haloalkyl,N-aryl,N-allyl,N-propargyl,and NH-3-fluorooxindoles all successfully participate in the reaction.2)A metal-free oxidative coupling of tetrahydroisoquinoline and 3-fluorooxindoles has been realized.The reaction uses TBHP as an oxidant,and water as the reaction solvent.The reaction conditions are mild,and the operation is very simple and convenient.The reaction has high yield and good diastereoselectivity,and also has a good substrate scope.