1159883-05-2

Usage

Uses

Used in Pharmaceutical Research and Development:
1-(4-fluorophenyl)but-3-en-1-amine is employed as a key intermediate in the synthesis of pharmaceutical drugs, particularly those targeting specific biological pathways or receptors. Its unique structure allows for the creation of novel compounds with potential therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, 1-(4-fluorophenyl)but-3-en-1-amine is used as a building block for the assembly of more complex organic molecules. Its reactivity and structural features make it a valuable component in the synthesis of a wide range of organic compounds.
Used in Material Science:
1-(4-fluorophenyl)but-3-en-1-amine may also find applications in material science, where it could be incorporated into the development of new materials with specific properties, such as improved stability, reactivity, or selectivity in various chemical processes.
Used as a Reagent in Chemical Reactions:
Due to its chemical properties, 1-(4-fluorophenyl)but-3-en-1-amine can be utilized as a reagent in various chemical reactions, facilitating the transformation of other compounds or aiding in the synthesis of new chemical entities.

Upstream product

• 140-75-0 para-fluorobenzylamine 
• 1333150-36-9 N'-[1-(4-fluorophenyl)but-3-en-1-yl]benzohydrazide 
• 459-57-4 4-fluorobenzaldehyde 
• 1220121-30-1 C₁₂H₁₇FN₂O₂S 
• 1194-02-1 4-fluorobenzonitrile 
• 1730-25-2 allylmagnesium bromide 

Downstream Products

• 949096-30-4 (S)-1-(4-fluorophenyl)-but-3-en-1-amine 
• 857891-73-7 C₁₂H₁₄FNO 

Relevant academic research and scientific papers

Formal α-Allylation of Primary Amines by a Dearomative, Palladium-Catalyzed Umpolung Allylation of N-(Aryloxy)imines

N-(Aryloxy)imines, readily accessible by condensation/tautomerization of (pseudo)benzylic primary amines and 2,6-di-tert-butyl-1,4-benzoquinone, undergo efficient allylation to afford a wide range of homoallylic primary amines following hydrolytic workup. Deprotonation of N-(aryloxy)imines generates a delocalized 2-azaallyl anion-type nucleophile that engages in dearomative C-C bond-forming reactions with allylpalladium(II) electrophiles generated from allylic tert-butyl carbonates. This reactivity umpolung enables the formal α-allylation of (pseudo)benzylic primary amines. Mechanistic studies reveal that the apparent regioselectivity of the desired bond-forming event is a convergent process that is initiated by unselective allylation of N-(aryloxy)imines to give several regioisomeric species, which subsequently rearrange via stepwise [1,3]- or concerted [3,3]-sigmatropic shifts, ultimately converging to provide the desired regioisomer of the amine products.

A mild and efficient three-component synthesis of secondary and tertiary homoallylic hydrazides

A three-component reaction that involved a carbonyl compound, benzoylhydrazine, allyl bromide, and indium in the presence of readily available Zn(ClO4)2·6H2O was developed for the syntheses of secondary and tertiary homoal

Synthesis of enantiopure benzyl homoallylamines by indium-mediated barbier-type allylation combined with enzymatic kinetic resolution: Towards the chemoenzymatic synthesis of N-containing heterocycles

Barbier-type indium-mediated allylations of different N, N(dimethylsulfamoyl)-protected aldimines with a number of allyl bromides followed by high-yielding deprotection afforded allylic amines in good to excellent yields, The racemic amines were then subj

γ-Fluorophenyl-GABA derivatives from fluorobenzonitriles in high diastereomeric and enantiomeric excess

An enantioselective synthesis of α-fluoroaryl homoallylic amines in 52-71% yields and 76-93% enantioselectivities has been achieved via the allylboration of the corresponding fluorinated N-aluminobenzaldimines with B-allyldiisopinocampheylborane in the pr