Synthesis Of 6,7,10-trimethoxy-1,2,3,4-tetrahydrod Ibenzo[f,h]isoquinoline And Cui-catalyzed Three Component Coupling Reactions

Much attention has been played to tylophora alkaloids due to their biological properties, such as antitumor and antifungal activities. Therefore, a lot of their derivatives have been synthesized and evaluated in recent years. In the first chapter of this dissertation, based on the achievements about the structure-activity relationship of tylophora alkaloids, a new kind of derivatives was proposed. One derivative named 6,7,10-trimethoxy- dibenzo[f,h]isoquinoline was tried fromβ-alanine by 5 steps. In the future, the target molecular and its analogues will be prepared.Nitrogen-containing heteocyclic substituted diaryl ethers, widely applied in the field of pepstides, have been shown to be high active with lower toxicity. In the second chapter of this dissertation, a three component coupling reaction was developed to prepare this kind of diaryl ethers for the first time, based on the latest work in our group. Initially, 4-bromphenyl iodide, imidazole and phenol were used and the reaction condition was optimized as follows: 10 mol% CuI, 20 mol% N,N-dimethylglycine, using K3PO4 as the base and DMSO as the solvent. Under these conditions, many substrates tried could be transformed into the desired products in moderate to good yields. Regretfully, phenols bearing strong electron-withdrawing groups were unfavorable. In short, an efficient and green method was provided for above diaryl ethers.