Studying On Asymmetric Mannich Reaction Of3-Substituted-3-bromo-Hydroxyindole Catalyzed By Organocatalysts

In this thesis, a series of novel bifunctional cinchona alkaloid thiourea catalysts had been designed, synthesized and applied in the study of the direct asymmetric Mannich reaction of N-unprotected3-bromo-hydroxyindoles with N-Ts-imines for affording the3-substituted-3-bromo-hydroxyindoles. After screening the catalysts and optimizing reaction conditions such as solvent, temperature and catalyst loading, it was found that catalyst1p was capable of promoting the reaction with good results. Under the optimal reaction conditions, this catalytic system could mainly give the anti-Mannich product with good yield (up to99%), excellent diastereoselectivity (up to>99:1dr) and enantioselectivity (up to99%ee).