In this thesis,we have developed intramolecular functionalization of N-alkylhydrazide which proceeds via sp~3C-H bond oxidation sequence.This method allows efficient access to diversely substituted 1,3,4-oxadiazoles compounds from the corresponding N-alkylhydrazides in the presence of TBHP/CuBr.Furthermore,we also synthesized a flexible resin with UV-curable 3D printing,and characterized its variety of properties.The details were showed as follows:A direct construction of 2,5-disubstituted 1,3,4-oxadiazole derivatives was achieved by TBHP/CuBr induced sp~3C-H bond oxidation.The oxadiazole derivatives was formed in one step from accessible starting materials,avoilding tedious synthetic process.Based on the results of control experiments and reported CDCs,we have proposed a mechanism involving radical intermediates.In the presence of TBHP and Cu(I),the N-alkylhydrazide was oxidized to the corresponding N-acylhydrazone,Finally,an intramolecular C-O bond oxidative coupling provides the desired1,3,4-oxadiazole.Mechanistic studies have revealed that N-acylhydrazone is a key intermediate.3D printing technology in the industrial product design,especially in the field of digital product manufacturing applications,is becoming a trend.Material is the basis of 3D printing material,but it is also the current constraint of the development of 3D printing.We have studied and synthesized a UV-curable 3D printing flexible resin and characterized its variety of properties.After the characterization of its various properties,we found that the synthetic resin UV-curable properties and mechanical properties performed well. |