Method for synthesizing trifluoromethyl-containing oxazolone compound by one-pot method

Abstract

The invention discloses a method for synthesizing trifluoromethyl-containing oxazolone compounds by a one-pot method, and belongs to the field of organic chemistry. N-trifluoroacetyl amino acid (1) and alpha, beta-unsaturated ketone (2) are subjected to a one-pot high-stereoselectivity and high-enantioselectivity reaction under the action of a thiourea catalyst and DCC to obtain the trifluoromethyl oxazolone compound (3). According to the one-pot reaction, the time can be shortened, many tedious steps are omitted, the trifluoromethyl-containing oxazolone compound is obtained, and the trifluoromethyl-containing oxazolone compound has high optical purity and high stereoselectivity.

Description

technical field [0001] The invention belongs to the technical field of asymmetric synthesis in organic chemistry, and in particular relates to a method for synthesizing compounds containing trifluoromethyl oxazolones in one pot. Background technique [0002] The one-pot method is a very promising organic synthesis method. The multi-step series reaction in the one-pot reaction can start from relatively simple and easy-to-obtain raw materials, and directly obtain molecules with complex structures without the separation of intermediates, which can save a lot of It saves a lot of cumbersome processing steps, which is obviously economically and environmentally friendly. [0003] However, it is precisely because the one-pot method is a series of multi-step reactions, and more reactions are carried out, so it is more difficult to control. At present, the one-pot method mostly occurs in biosynthesis, and it still poses great challenges in organic chemical synthesis. [0004] α-CF ...

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Problems solved by technology

[0003] However, it is precisely because the one-pot method is a series of multi-step reactions, and there are many reactions, so it is more difficult to control. At present, the one-pot method mostly occurs in biosynthesis, and it still has great challenges in organic chemical synthesis.

[0004] α-CF 3 The asymmetric catalytic reaction that the compound directly participates in as a nucleophile is still very limited. In the face of this challenge, the applicant found that 2-trifluoromethyl-oxazol-5(2H)-one can directly participate as a nucleophile Asymmetric catalytic reaction synthesizes compounds containing trifluoromethyl oxazolones, but 2-trifluoromethyl-oxazol-5(2H)-one itself is not very stable, it is easy to deteriorate, and if it is not handled in time, it will affect the reaction Yield and ee value

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