The Nitration And Carbocyclization Of 1,6-Enynes

The cycloisomerization of 1,6-enynes plays an important role in the synthesis of cyclic structures in organic synthesis. The transition-metal catalyzed cycloisomerization of 1,6-enynes have received lots of attention and been extensively explored all the time, because they can access to a wide range of cyclic compounds under mild conditions. However, the transition-metal catalyzed reactions also have disadvantages, for example, the use of expensive catalysts or ligands, and unfriendly to environments. Therefore, the development of novel and environmentally synthetic method for the construction of cyclic compounds is desirable and necessary. This thesis mainly consists of three sections.In the first section, we made a brief summary of the cycloisomerization of 1,6-enynes in terms of the reaction mechanism, research background and it’s development history.In the second section, we briefly summarize the achievements for the synthesis of nitro-compounds in the recent years, including the synthesis of nitro-alkenes and the aromatic nitro-compounds.In the last section, we described the method to synthesize the nitro-substituted tetrahydropyridines from 1,6-enynes and tert-butyl nitrite under metal-free conditions. It is initiated by the nitro-radical addition to the alkynes moiety of the substrate, followed by carbocyclization to give the product.