62985-06-2

Basic information

• Product Name: 3-phenyl-1-(thien-2-yl)prop-2-yn-1-ol
• Synonyms: 3-phenyl-1-(thien-2-yl)prop-2-yn-1-ol
• CAS NO: 62985-06-2
• Molecular Weight: 214.288
• Mol File: 62985-06-2.mol

Chemical Properties

• CAS DataBase Reference: 3-phenyl-1-(thien-2-yl)prop-2-yn-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-phenyl-1-(thien-2-yl)prop-2-yn-1-ol(62985-06-2)
• EPA Substance Registry System: 3-phenyl-1-(thien-2-yl)prop-2-yn-1-ol(62985-06-2)

Safety Data

• Hazardous Substances Data: 62985-06-2(Hazardous Substances Data)

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 536-74-3 phenylacetylene 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 875877-86-4 [[1-(2-thienyl)-3-phenyl-2-propynyl]oxy]-trimethylsilane 
• 675825-21-5 Lithium enolate of the acetaldehyde 
• 28995-88-2 1-methyl-4-((phenylethynyl)sulfonyl)benzene 

Downstream Products

• 308848-71-7 acetic acid 3-phenyl-1-thiophen-2-yl-prop-2-ynyl ester 
• 1019840-29-9 C₃₀H₁₈S₂ 
• 1019840-28-8 2-(1,5-diphenylpenta-1,4-diyn-3-yl)thiophene 
• 1019840-30-2 C₂₈H₁₈S₂ 
• 21985-04-6 3-phenyl-1-(2-thienyl)-2-propyn-1-one 
• 1173768-25-6 2-phenyl 1-[3-(3-phenyl-1-thien-2-ylprop-2-ynyl)-1H-indol-2-yl]ethanone 
• 1173768-16-5 1-[3-(3-phenyl-1-thien-2-ylprop-2-ynyl)-1H-indol-2-yl]ethanone 
• 1173191-29-1 2-phenyl-4-(2-thienyl)-5,6,7,8-tetrahydro-4H-5-chromenone 
• 1173191-30-4 C₂₁H₂₀O₂S 
• 1168152-80-4 ethyl 5-benzyl-2-methyl-1-phenyl-4-(thiophen-2-yl)-1H-pyrrole-3-carboxylate 
• 1254977-19-9 C₁₃H₁₀S 
• 1352958-07-6 2-(1,1,5-triphenylpent-1-en-4-yn-3-yl)thiophene 
• 82619-69-0 4-phenyl-6-(thiophen-2-yl)pyrimidin-2-amine 
• 1515880-38-2 8-phenyl-9-(thiophen-2-yl)-9H-benzo[b]pyrrolo[1,2-d][1,2,3]triazolo[5,1-g][1,4]diazepine 

Relevant articles and documents

Visible Light-Induced Reductive Alkynylation of Aldehydes by Umpolung Approach

Reductive alkynylation of aldehydes by the Umpolung approach was developed using a photoredox catalyst under blue LED irradiation. Ketyl radicals, generated by single-electron reduction of aldehydes through proton-coupled electron transfer (PCET), reacted with electrophilic alkynylsulfones. Sterically demanding bulky aldehydes reacted smoothly under the Umpolung reaction conditions. Moreover, the alkynylation proceeded chemoselectively with an aryl aldehyde group in the presence of other carbonyl groups including an aliphatic aldehyde group.

DBU-Catalyzed Rearrangement of Secondary Propargylic Alcohols: An Efficient and Cost-Effective Route to Chalcone Derivatives

A 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)-catalyzed rearrangement of diarylated secondary propargylic alcohols to give α,β-unsaturated carbonyl compounds has been developed. The typical 1,3-transposition of oxy functionality, characteristic of Mayer-Schuster rearrangements, is not observed in this case. A broad substrate scope, functional-group tolerance, operational simplicity, complete atom economy, and excellent yields are among the prominent features of the reaction. Additionally, the photophysical properties and crystal-structure-packing behavior of selected compounds were investigated and found to be of interest.

Catalytic claisen rearrangement by intercepting ketenimines with propargylic alcohols: A strategy to generate and transform ketenimines from radicals

An efficient strategy for facilitating the cross-coupling of two radicals has been established via the coordination of a radical with a metal catalyst. This strategy provides a remarkable ability to harness the reactivity of nitrile-containing azoalkanes and enables a novel cascade reaction with nitrile-containing azoalkanes and propargylic alcohols to be established. By using this reaction, a range of acetylenic and allenic amides were obtained that provides a versatile platform for further derivatizations.

Gold-Catalyzed 1,4-Carbooxygenation of 3-En-1-ynamides with Allylic and Propargylic Alcohols via Non-Claisen Pathways

Gold-catalyzed 1,4-carbooxygenations of 3-en-1-ynamides with allylic alcohols and propargylic alcohols yield α,β-unsaturated amides through non-Claisen pathways; the mechanisms involve ionization of the initial gold enol ethers to form C-bound gold dienolates that capture allylic or propargylic cations to yield the observed products. Our18O-labeling experiments exclude a direct gold-catalyzed allylation or propargylation on these 3-en-1-ynamides. (Figure presented.).

Spiroannulation of Oxindoles via Aryne and Alkyne Incorporation: Substituent-Diverted, Transition-Metal-Free, One-Pot Access to Spirooxindoles

A "product control via substrate design" strategy has been conceptualized and implemented to harness the potential of aryne and activated alkyne insertions into oxindoles to readily and efficiently furnish pharmacophoric indano- and cyclopentannulated spirooxindole scaffolds in an operationally straightforward, one-pot, transition-metal-free protocol.

One-Pot Synthesis of 4-Heteroaryl-Substituted Pyrazoles: A Gold-Catalyzed Oxidation/1,2-Heteroaryl Migration Cascade Constitutes the Key Step

An efficient gold-catalyzed oxidation/1,2- heteroaryl migration cascade leading to 2-heteroaryl-substituted 1,3-diketones and its further application in the one-pot synthesis of 4-heteroaryl-substituted pyrazoles and the preparation of 4-heteroaryl-substituted isoxazoles are reported. A wide variety of 4-heteroaryl-substituted pyrazoles were obtained, indicating the broad substrate scope and functional group tolerance of this method.

Oxidation of alcohols to carbonyl compounds with molecular iodine in the presence of potassium tert-butoxide

An efficient protocol for the oxidation of alcohols to carbonyl compounds with molecular iodine and potassium tert-butoxide is described. Various primary and secondary alcohols were converted to the corresponding aldehydes and ketones in high yields. The oxidation of 2-phenylethanol produced an "abnormal" acetalic ketone. The readily availability of starting materials, convenient synthetic procedure, operational simplicity, mild reaction conditions, and high yields makes this protocol a competitive alternative in the synthesis of ynones and ketones as well as aryl aldehydes.

Tandem C-2 functionalization-intramolecular Azide-Alkyne 1,3-Dipolar Cycloaddition reaction: A convenient route to highly diversified 9H-Benzo[b]pyrrolo[1,2-g][1,2,3]triazolo[1,5-d][1,4]diazepines

An efficient diversity-oriented synthetic approach to annulated 9H-benzo[b]pyrrolo[1,2-g][1,2,3]- triazolo[1,5-d][1,4]diazepines has been developed using a Sc(OTf)3-catalyzed two-component tandem C-2 functionalization- intramolecular azide-alky

Titanocene-catalyzed metallation of propargylic acetates in homopropargyl alcohol synthesis

The titanium-catalyzed metallation and subsequent carbonyl addition of propargylic acetates enable the direct formation of homopropargylic alcohols in good yields. The corresponding products were obtained as single regioisomers without the corresponding a

Condensation of propargylic alcohols with N-methylcarbazole and carbazole in [bmim]PF6 ionic liquid; Synthesis of novel dipropargylic carbazoles using TfOH or Bi(NO3)3·5H2O as catalyst

A series of doubly-propargylated N-methylcarbazole and carbazole derivatives were synthesized in good to excellent isolated yields in (bmim)PF6 using triflic acid (10 mol %). The use of bismuth nitrate (20 mol %) instead of triflic acid allowed stepwise propargylation employing two different propargylic alcohols, to prepare mixed bis-propargylated carbazoles. Simple product isolation, mild reaction conditions, and repeated recycling and reuse of (bmim)PF6 are added advantages of this IL-mediated synthetic method.