Secondary amine derivative synthesized through rare earth catalysis, and preparation method thereof

Abstract

The invention discloses a secondary amine derivative synthesized through rare earth catalysis, and a preparation method thereof. According to the preparation method, the secondary amine derivative isprepared by carrying out a reaction on reactants of secondary amide and pinacol borane; a rare earth catalyst bis(trimethylsilyl) amino yttrium is added; the reaction temperature is 100-140 DEG C, andthe reaction time is 20-25 h; the whole reaction is carried out under a normal pressure, and the reaction conditions are mild, easy to achieve and safe; the method is simple and convenient to operateand high in reaction selectivity, can directly synthesize the target product without intermediate product separation, can obtain the target product only through a reaction under a normal pressure, issimple in reaction process, has the yield of 90% at most, substantially simplifies the process engineering, reduces the energy consumption, and has high yield; the reaction raw materials are stable and easy to store; a series of secondary amine derivatives can be prepared; and the method has high substrate universality so as to provide the good guarantee for development of related substances related to secondary amine derivatives, and is suitable for large-scale application and popularization.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to a secondary amine derivative synthesized by rare earth catalysis and a preparation method thereof. Background technique [0002] Secondary amine derivatives are an important class of organic compounds, which widely exist in the molecular skeletons of biomedicine, food, cosmetics, pesticides and natural products. Therefore, their efficient synthesis methods have great application value and broad application prospects. [0003] The efficient synthesis of secondary amine derivatives has always been one of the continuous goals of organic chemists, in which secondary amines are synthesized by the reduction reaction of substrate molecules containing carbon-nitrogen unsaturated functional groups, such as imines, nitriles, oximes, amides, etc. It has always been a very important technical means; the commonly used reducing agent is NaBH 4 , LiAlH 4 , B 2 h 6 etc. Although these reduci...

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Problems solved by technology

However, there are some problems, firstly, the amount of reducing agent used is usually a large excess; secondly, a lot of metal salt waste will be generated after the reaction, and the atom economy is poor; finally, the post-reaction treatment is cumbersome

These shortcomings limit the development of classic reducing agents such as NaBH4, LiAlH4, B2H6 to a certain extent. Use (Chem. Soc. Rev. 1998, 27, 395)

The most commonly used hydrogen transfer reduction reagent is organosilicon reagent, but most organosilicon substances are very sensitive to air, easy to react with oxygen in the air and destroy the structure, and are not easy to be exposed to the air for a long time, which has caused the preparation method to be used in practice. There are also certain restrictions in production, and it is impossible to really promote and use it on a large scale

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