A kind of preparation method of trans tetrasubstituted olefin derivative

A tetra-substituted and derivative technology, applied in the field of preparation of trans-tetra-substituted alkene derivatives, can solve problems such as theoretical difficulties, and achieve the effects of wide substrate range, good regioselectivity and mild reaction conditions
CN109879713BActive Publication Date: 2021-11-02HUAQIAO UNIVERSITY
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
HUAQIAO UNIVERSITY
Publication Date
2021-11-02

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Abstract

The invention discloses a preparation method of trans tetrasubstituted olefin derivatives, comprising the following steps: (1) adding alkali, alkyne, palladium catalyst, ligand, halogenated aromatic hydrocarbon, precursor compound and organic solvent into a reaction vessel , after filling repeatedly with nitrogen, react at 80-140°C for 12-36h; (2) dilute the material obtained in step (1) with ethyl acetate, and then wash with water to separate the organic phase; (3) the step ( 2) The obtained organic phase is dried, filtered, concentrated and subjected to column chromatography or thin layer chromatography to obtain the trans tetrasubstituted olefin derivative. The present invention can simultaneously obtain trans tetrasubstituted olefins substituted by tetraaryls and trans tetrasubstituted alkenes substituted by triaryls and trimethylsilicon, and has good regioselectivity, and can synthesize trans tetrasubstituted alkenes which are difficult to obtain by other methods compound.
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Description

technical field

[0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a preparation method of trans tetrasubstituted olefin derivatives. Background technique

[0002] Tetrasubstituted alkenes widely exist in synthetic compounds and natural products, and have unique optical, electrical and pharmaceutical properties. Among the most representative molecules are tetraaryl substituted alkenes. This class is widely used in molecular devices, liquid crystal materials, chemical sensors and biological imaging and other fields. Tetrasubstituted alkenes also appear in the anticancer drugs tamoxifen, idoxifene and etacstil, and in the estrogen receptor modulator GDC-0810. In addition, tetrasubstituted alkenes are important synthetic starting materials for a variety of asymmetric reactions, including dihydroxylation, epoxidation, and hydrogenation. The chiral products obtained by such reactions often retain the stereostructure informati...

Claims

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