1817-51-2

Usage

Uses

Used in Pharmaceutical Industry:
1-PHENYL-1-HEXYN-3-OL is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and medications.
Used in Flavor and Fragrance Industry:
1-PHENYL-1-HEXYN-3-OL is used as a key component in the creation of flavors and fragrances, enhancing the sensory experience of various products.
Used in Organic Synthesis:
1-PHENYL-1-HEXYN-3-OL is used as a chemical intermediate in organic synthesis, facilitating the production of a wide range of chemical compounds and materials.
Used in Chemical Reactions:
1-PHENYL-1-HEXYN-3-OL is used as a reagent in various chemical reactions, aiding in the transformation and synthesis of different chemical substances.

InChI:InChI=1/C12H14O/c1-2-6-12(13)10-9-11-7-4-3-5-8-11/h3-5,7-8,12-13H,2,6H2,1H3

Upstream product

• 2579-22-8 Phenylpropargyl aldehyde 
• 10557-57-0 propylmagnesium iodide 
• 123-72-8 butyraldehyde 
• 536-74-3 phenylacetylene 
• 34252-39-6 3-Hydroperoxy-1-phenyl-1-hexin 
• 351-78-0 β-fluorostyrene 
• 4440-01-1 lithium phenylacetylide 
• 932-88-7 1-iodo-2-phenylethyne 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 1004-22-4 (phenylethynyl)sodium 
• 1129-65-3 (hex-1-yn-1-yl)benzene 
• 675825-21-5 Lithium enolate of the acetaldehyde 
• 6738-06-3 phenylethynylmagnesium bromide 
• 932-87-6 1-Bromo-2-phenylacetylene 

Downstream Products

• 79159-59-4 (E)-1-phenyl-1-yn-hex-3-ene 
• 134240-74-7 1-n-propyl-3-phenylprop-2-ynyl acetate 
• 14252-32-5 1-phenyl-hex-1-yn-3-one 
• 27975-82-2 (3-bromohex-1-yn-1-yl)benzene 
• 73267-71-7 1-phenyl-1-hexyn-3-yl 1-pyrrolidinecarboximidate 
• 75918-66-0 1-Methyl-1-phenyl-2-(1-phenylethynyl-butyl)-isourea 
• 123-72-8 butyraldehyde 
• 536-74-3 phenylacetylene 
• 82297-62-9 (E)-1-phenylhex-1-en-3-one 
• 308274-27-3 3-Azidocarbonyloxy-1-phenyl-1-hexyne 
• 75918-73-9 (4-Benzyl-5-propyl-oxazol-2-yl)-methyl-phenyl-amine 
• 27975-86-6 (3-Ethylsulfanyl-hex-1-ynyl)-benzene 
• 1067324-25-7 1-phenylhexa-1,2-dien-1-yl diphenyl phosphine oxide 
• 1160492-97-6 (E)-1-chloro-1,5-diphenyl-3-(n-propyl)pent-1-en-4-yne 

Relevant academic research and scientific papers

Hydrogen-Bond-Promoted Friedel-Crafts Reaction of Secondary Propargylic Fluorides: Preparation of 1-Alkyl-1-aryl-2-alkynes

We report that aromatic propargylation is achievable with secondary propargylic fluorides, thus affording 1-alkyl-1-aryl-2-alkynes. In the present case, hydrogen bonding is responsible for the activation of the C-F bond. A large excess of arene nucleophil

Copper-Catalyzed Cross-Nucleophile Coupling of β-Allenyl Silanes with Tertiary C-H Bonds: A Radical Approach to Branched 1,3-Dienes

Described herein is a distinctive approach to branched 1,3-dienes through oxidative coupling of two nucleophilic substrates, β-allenyl silanes, and hydrocarbons appending latent functionality by copper catalysis. Notably, C(sp3)-H dienylation proceeded in a regiospecific manner, even in the presence of competitive C-H bonds that are capable of occurring hydrogen atom transfer process, such as those located at benzylic and other tertiary sites, or adjacent to an oxygen atom. Control experiments support the intermediacy of functionalized alkyl radicals.

Benzene-1,3,5-triyl Triformate (TFBen)-Promoted Palladium-Catalyzed Carbonylative Synthesis of 2-Oxo-2,5-dihydropyrroles from Propargyl Amines

In this letter, we developed a palladium-catalyzed procedure for the cyclocarbonylation of propargyl amines. Benzene-1,3,5-triyl triformate (TFBen) has been explored as the CO source and also as the key promotor. Various substituted 2-oxo-dihydropyrroles were produced in a facile manner in good yields (up to 90%).

Synthesis of substituted benzo[: B] [1,4]oxazepine derivatives by the reaction of 2-aminophenols with alkynones

We have developed a novel synthetic method accessing benzo[b][1,4]oxazepines that are one of the rare classes of benzoxazepine derivatives by reaction of 2-aminophenols with alkynones in 1,4-dioxane at 100 °C. A series of benzo[b][1,4]oxazepine derivatives can be prepared by using this synthetic protocol. Mechanistic experiments indicated that the hydroxy proton of the aminophenol could play a crucial role in the formation of an alkynylketimine intermediate that undergoes 7-endo-dig cyclization.

Nickel-Catalyzed Asymmetric Friedel-Crafts Propargylation of 3-Substituted Indoles with Propargylic Carbonates Bearing an Internal Alkyne Group

The nickel-catalyzed highly enantioselective Friedel-Crafts propargylation of 3-substituted indoles with propargylic carbonates bearing an internal alkyne group was developed. A wide array of the propargylic carbonates as well as 3-substituted indoles can be applicable to the asymmetric nickel catalysis, providing the corresponding chiral C-3 propargylated indolenine derivatives bearing two vicinal chiral centers in up to 89% yield with up to >99% ee and 94:6 dr (24 examples).

Cu(I)-catalyzed oxidative cyclization of enynamides: Regioselective access to cyclopentadiene frameworks and 2-aminofurans

An efficient Cu(I)-catalyzed oxidative cyclization of alkynyl-tethered enynamides for the construction of fused bicyclic cyclopentadiene derivatives is disclosed. The cascade proceeds through alkyne oxidation, carbene/alkyne metathesis, and formal (3 + 2)

Catalytic Ynone-Amidine Formal [4 + 2]-Cycloaddition for the Regioselective Synthesis of Tricyclic Azepines

A Ca(OTf)2- and self-promoted ynone-amidine atom-economic formal [4 + 2]-cycloaddition of various ynones with amidines is reported for the construction of highly functionalized tricyclic azepines. High reaction rate, ease of operation, and high product se

Controllable chemoselectivity in the coupling of bromoalkynes with alcohols under visible-light irradiation without additives: Synthesis of propargyl alcohols and α-ketoesters

The chemoselectivity of visible-light-induced coupling reactions of bromoalkynes with alcohols can be controlled by simple changes to the reaction atmosphere (N2 or O2). A N2 atmosphere favours propargyl alcohols via a direct C-C coupling process, whereas an O2 atmosphere results in the generation of α-ketoesters through the oxidative CC/C-O coupling pathway.

Rhodium-Catalyzed Intermolecular trans-Disilylation of Alkynones with Unactivated Disilanes

Disilylation of alkynes could provide rapid entry to synthetically useful 1,2-bissilyl-alkenes, but is currently limited to activated disilanes reacting in an intramolecular fashion. Reported herein is an efficient rhodium(I)-catalyzed intermolecular disi

Highly regioselective gold-catalyzed formal hydration of propargylic: Gem -difluorides

Herein, we report a highly regioselective gold-catalyzed formal hydration of propargylic gem-difluorides. Not only does this transformation provide access to versatile fluorinated building blocks that were difficult or hardly possible to access beforehand, but it also represents a rare case of a highly regioselective gold-catalyzed hydroalkoxylation of internal alkynes and puts forward the utility of the difluoromethylene unit as a directing group in catalysis.