Copper difluorocarbene reagent, and preparation method and application thereof

• Main Authors: HUANG YANGJIE, LIN XIAOXI, WENG ZHIQIANG
• Format: Patent
• Language: English
• Published: 16.09.2015
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM; CHEMISTRY; METALLURGY; ORGANIC CHEMISTRY

The invention discloses a copper difluorocarbene reagent, and a preparation method and an application thereof. The structural formula of the reagent is shown in the specification; and in the formula, a bidentate nitrogen and nitrogen ligand can be one of substances with the structures also shown in the specification, and R1 and R2 are independently selected from H or alkyl groups. The preparation method of the reagent comprises the following steps: reacting cuprous chloride, sodium tert-butoxide and the bidentate nitrogen and nitrogen ligand in a tetrahydrofuran solvent, adding difluorochloroacetic acid, reacting, and separating and purifying to obtain the copper difluorocarbene reagent. The reagent can react with oxygen, sulfur, selenium,hetero atoms of amine, or a reactive hydrogen-containing compound at the end of terminal alkyne to generate corresponding difluoromethylation derivative products. The preparation method has the advantages of simplicity, and cheap and easily available raw materials, and the obtained copper difluorocarbene reagent has good selectivity, can promote fast and efficient process of a difluoromethylation reaction, and has good industrial application prospect.