In Addition Ring Instead Of Pyrrole And The Study Of Multisubstituted Benzene

In this thesis the reactions of synthesis polysubstituted pyrroles and multisubstituted benzenes via an addition and cyclization strategy were studied. The content mainly includes the following two parts:The first part involves the research of polysubstituted pyrroles. The second part presents the synthetic research of multisubstituted benzenes.Part I. Synthesis of polysubstituted pyrroles, this part is mainly divided into three chapters.This part briefly introduce the polysubstituted pyrrole and its derivatives, and the application about these compounds were summarized, such as in material, medicine, pesticide, food and other fields. At the same time, introduce the progress in the synthetic methods of pyrroles and the development features in recent years. We have developed tow new synthetic reactions through intensively investigation of synthesis methods of pyrrole and its derivatives. Ⅰ) we have demonstrated a facile and efficient procedure for the synthesis of full-substituted pyrroles in the absence of any catalysts. Ⅱ) We have developed a general protocol for FeCl3-catalyzed addition and cyclization of enamino ester and nitroolefins for the construction of tetrasubstituted NH-pyrroles. This general procedure provides a wide variety of multisubstituted pyrroles in good to excellent yields under mild reaction conditions.Part II. Strategies in the Synthesis of Multisubstituted BenzenesIntroduced the importance of benzene rings compounds and summarized the traditional synthesis methods of multisubstituted benzene. Meanwhile, the more recent progress in the synthetic methods and research focus were summarized. After studying, We have developed a new catalytic systems that can effect benzannulation of unactivated aliphatic sp3C-H bonds of enaminoesters paragraph via Cu(OAc)2/TFA-promoted [3+3] cycloaddition/oxidation. We further investigate the mechanism and the scope of the reaction. This transformation afforded a new series of multisubstituted benzenes. This method provides a new idea for synthesis of multisubstituted benzene.