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Method for preparing fluoroalkane substituted compounds by reducing halogenated fluoroalkanes and alkenes with simple metal

A technology of halogenated fluoroalkanes and fluoroalkanes, which is applied in the field of compound preparation, can solve the problems of complicated operation, limited substrate, high cost, etc., and achieve the effects of mild reaction process conditions, strong applicability, and good yield

Active Publication Date: 2022-06-03
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, there have been a small number of reports on the method of simultaneously introducing a trifluoromethyl or polyfluoroalkyl group and a hydrogen atom into an olefin compound through an addition reaction, but the cost of the reagent used in the existing technology is relatively high, the operation is relatively complicated, or the base relatively limited

Method used

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  • Method for preparing fluoroalkane substituted compounds by reducing halogenated fluoroalkanes and alkenes with simple metal
  • Method for preparing fluoroalkane substituted compounds by reducing halogenated fluoroalkanes and alkenes with simple metal
  • Method for preparing fluoroalkane substituted compounds by reducing halogenated fluoroalkanes and alkenes with simple metal

Examples

Experimental program
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Embodiment 1

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Embodiment 2

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Embodiment 3

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PUM

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Abstract

The invention discloses a method for substituting compounds with fluoroalkanes, comprising the following steps: using compounds containing carbon-carbon double bonds and halogenated fluoroalkanes as raw materials, using simple metals as reducing agents, and using substances containing active protons as hydrogen sources , an addition reaction occurs to obtain a compound substituted by hydrogen and fluoroalkyl at the same time, that is, the fluoroalkane substituted compound. For the first time, the present invention uses simple metals as reducing agents and compounds containing active hydrogen as hydrogen sources to realize the introduction of a hydrogen atom and a fluoroalkyl group at both ends of the olefin, and only one step of reaction is required, and the reaction process conditions are mild. , the reaction raw materials are cheap and easy to obtain, the cost is low, and all reaction reagents are green and environmentally friendly; and the substrate of the reaction is highly adaptable, as long as there is a carbon-carbon double bond in the structure, it can participate in the reaction, regardless of the type of substituent on the carbon atom of the double bond The impact, and the yield of the product is good.

Description

A kind of metal element reduces halogenated fluoroalkane and alkene to prepare fluoroalkane substitution compound way of things technical field The present invention relates to a kind of preparation method of compound, be specifically related to a kind of metal element reduction halogenated fluoroalkane and alkene Process for preparing fluoroalkane-substituted compounds from hydrocarbons. Background technique [0002] Compounds containing trifluoromethyl or polyfluoroalkyl structures are prevalent in small molecule drugs and pesticides. trifluoromethyl or The introduction of other polyfluoroalkyl groups can improve the chemical and metabolic stability of the compound, and increase the lipophilicity, which are important in biologically active components. Important elements in substructure design. After decades of development, a variety of trifluoromethylation reagents and polyfluoroalkylation reagents have been developed. However, these trifluoromethylation reagent...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07B39/00C07C17/32C07C22/00C07C25/13C07C22/08C07C41/30C07C43/225C07C45/69C07C49/80C07C49/477C07C67/293C07C69/76C07C69/157C07C67/343C07C69/65C07C69/74C07C67/347C07C69/63C07C231/12C07C233/05C07C233/18C07C233/15C07C303/30C07C309/73C07C319/20C07C323/20C07D207/27C07D209/08C07D211/18C07D213/26C07D295/185C07D307/33C07D311/46C07D493/04C07F7/08C07J1/00C07J3/00C07J5/00C08F8/24C08F236/06
CPCC07B39/00C07C17/32C07C67/347C07C67/343C07C41/30C07C67/293C07C231/12C07C45/69C07D307/33C07D207/27C07D295/185C07D211/18C07D213/26C07F7/081C07F7/083C07D311/46C07C303/30C07J1/0059C07J3/00C07J5/0053C07D493/04C07D209/08C07C319/20C08F8/24C07C2602/28C07C2601/08C07C2601/14C07C2602/24C07C22/08C07C69/74C07C43/225C07C25/13C07C69/157C07C233/15C07C69/63C07C69/76C07C22/00C07C233/05C07C233/18C07C69/65C07C49/477C07C49/80C07C309/73C07C323/20C08F236/06
Inventor 李苏华彭德乾赵雪棋
Owner SUN YAT SEN UNIV
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