Halogen Promoted/Catalyzed Cascade Reaction

Over the past40years, synthetic organic chemistry developed rapidly in metal and non-metal promoted or catalyzed reaction, they can realized that, under mild conditions, the reaction can perform in good selectivity. But the common drawbacks are:toxic, or not economic. So developed one pot synthesis methodology, can partially solved the problem mentioned above. Therefore, using the cascade reaction to get the goal organic compounds have great research and application value.This paper based on representative literatures in the metal and non-metal promoted or catalyzed cascade reaction, study of the cascade reaction promoted or catalyzed by metal or non-metal, the main contents are as follow:1. The iodine promoted the synthesis of [3.1.0]-2-hexane. As we all know, the nitrogen contained heterocyclic compounds have a wide range of applications. In this chapter, based on a lot of reported papers, we explored the iodine promoted cascade reaction to get the [3.1.0]-2-hexane by new methodology. That is under the influence of iodine, the allyl amine transformed into the nitrogen contained bi-cycles. And the yields ranges from41-92%. and we also characterized the19new compounds by1HNMR,13CNMR, IR and HRMS. This method do not need metals or other additives, the operation is simple, and the reaction condition is mild. This research promote a novel method to synthesis of multi-substitution complex nitrogen contained heterocycle compounds.2. Bromide triphenylphosphine bromide catalyzed Mannich reaction, to get the beta amino carbonyl compounds. The beta amino carbonyl compounds can used as drugs, so, it is necessary to explore new method for this kind of compounds. Based on a lot of reported papers, we find a new reagent for the mannich type reaction. That is, catalyzed by bromide triphenylphosphine bromide, we can transformed aniline derivatives, benzaldehyde derivatives and can enolized acetophenone derivatives into corresponding beta amino carbonyl compounds in a one-pot reaction, and the yield ranges from34-76%yield. And we also characterized the18new compounds by1NMR,13C NMR, IR, Ms and X-ray. The method performed simply, the work-up steps is easy, the catalyst is cheap than others and the reaction condition is very mild. The study provides a novel synthetic method for beta amino carbonyl compounds.