Tin Powder Promoted "One-Pot" Synthesis Of Homoallylhydrazides And α-Methylene-γ-butyrolactams

Hydrazides have multiple reaction sites and can be used in synthesis a variety ofcompounds with different structures, especially widely used in the synthesis ofheterocyclic compounds.Hydrazine and its derivatives often have bioactivity, so theyare widely used in medicines."One-pot" reaction is a very promising method in organic synthesis. Especiallyfor multistep reactions, it can be starting from simple raw materials direct access tocomplex molecules, without separation of intermediates, which can save time and rawmaterial. So it is more economical and more suitable for the modern organicsynthesis.In this paper, tin-mediated “one-pot” synthesis of homoallylhydrazides andα-Methylene-γ-butyrolactams with catalyst-free were firstly disclosed.The thesis mainly consists of the following three parts:Chapter one: The research progress of hydrazides in organic synthesisIn this chapter, we summarized the development of hydrazides respectively fromthree aspects, including the synthesis of hydrazides, the main reactions of hydrazidesparticipating in and the applications of hydrazides in medicines.Chapter two: Tin-mediated “one-pot” synthesis of homoallylhydrazides fromaldehydes or ketones, aryl acylhydrazines and allyl bromideIn this chapter, we provided a new synthesis method of homoallylhydrazides bytreating aldehydes or ketones, aryl acylhydrazines and allyl bromide with tin powder.The reaction proceeded smoothly under mild conditions to give the correspondingproducts in high yields, without using any catalyst and preparing the organictinreagent in advance.Chapter three: Tin-mediated “one-pot” synthesis of α-Methylene-γ-butyrolactamsfrom aldehydes, aryl acylhydrazines and ethyl2-(bromomethyl)acrylateIn this chapter, we provided a new method by one-pot sythesis ofα-Methylene-γ-butyrolactams from aldehydes, aryl acylhydrazines and ethyl2-(bromomethyl)acrylate with tin powder, which has antitumor and anti-inflammatory bioactivity. We investigated the optimal reaction conditions and synthezed a seriesofα-Methylene-γ-butyrolactams with good yields.