37614-58-7

Usage

Uses

Used in Organic Synthesis:
3-(4-BROMO-PHENYL)-PROP-2-YN-1-OL is used as a building block in organic synthesis for the creation of various molecules, leveraging its unique structure and reactivity.
Used in Pharmaceutical Research:
In pharmaceutical research, 3-(4-BROMO-PHENYL)-PROP-2-YN-1-OL is utilized as a key intermediate in the development of new drugs, capitalizing on its potential biological activities.
Used in Antibacterial Applications:
3-(4-BROMO-PHENYL)-PROP-2-YN-1-OL is used as an antibacterial agent, harnessing its potential to combat bacterial infections due to its studied biological properties.
Used in Antifungal Applications:
3-(4-BROMO-PHENYL)-PROP-2-YN-1-OL is also used as an antifungal agent, indicating its broad-spectrum activity against fungi, which is valuable in treating fungal infections.
Used in Anticancer Applications:
3-(4-BROMO-PHENYL)-PROP-2-YN-1-OL is explored for its anticancer properties, with research focusing on its potential to inhibit the growth and progression of cancer cells.
Used in Biomedicine:
In the field of biomedicine, 3-(4-BROMO-PHENYL)-PROP-2-YN-1-OL is applied for its diverse biological activities, contributing to the advancement of therapeutic agents and diagnostic tools.

Upstream product

• 589-87-7 1,4-bromoiodobenzene 
• 107-19-7 propargyl alcohol 
• 50-00-0 formaldehyd 
• 766-96-1 4-bromo-1-ethynylbenzene 
• 106-37-6 1.4-dibromobenzene 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 33458-10-5 1-bromo-4-(1,2-dibromoethyl)benzene 
• 7681-65-4 copper(I) iodide 
• 136350-66-8 1-bromo-4-(2,2-dibromovinyl)benzene 
• 1000999-91-6 2-((3-(4-bromophenyl)prop-2-yn-1-yl)oxy)tetrahydro-2H-pyran 
• 19070-80-5 n-<(trimethylsiloxy)methyl>phthalimide 
• 16116-78-2 (4-bromophenyl)(trimethylsilyl)acetylene 
• 1122-91-4 4-bromo-benzaldehyde 

Downstream Products

• 766-96-1 4-bromo-1-ethynylbenzene 
• 168135-07-7 3-(4-bromophenyl)-2-propyn-1-t-butyldimethylsilyl ether 
• 173019-84-6 1-bromo-4-(3-bromoprop-1-yn-1-yl)benzene 
• 76457-91-5 3-(4-bromophenyl)prop-2-ynal 
• 942596-56-7 (E)-3-(4-bromophenyl)-3-(4-fluorophenyl)prop-2-en-1-ol 
• 452296-51-4 (Z)-3-(4-bromophenyl)-3-iodoprop-2-en-1-ol 
• 116632-39-4 2-methyl-4-bromoiodobenzene 
• 699119-05-6 1-bromo-4-iodo-2,5-dimethylbenzene 
• 940088-65-3 3-[4-(5-methylthiophen-2-yl)phenyl]propargyl alcohol 
• 1122474-50-3 (S)-5-(4-bromobenzyl)-3-isopropyl-4-tosyl-3,4-dihydro-2H-1,4-oxazine 
• 1146133-42-7 (Z)-3-(4-bromophenyl)prop-2-en-1-ol 
• 105515-33-1 (2E)-3-(4-bromophenyl)prop-2-en-1-ol 
• 1247695-59-5 5-(4-bromophenyl)-2-ethyl-2-methylpenta-3,4-dienal 
• 1247695-52-8 5-(4-bromophenyl)-2,2-dimethylpenta-3,4-dienal 

Relevant academic research and scientific papers

Transition-metal-free and facile synthesis of 3-alkynylpyrrole-2,4-dicarboxylates from methylene isocyanides and propiolaldehyde

A transition-metal-free, facile and efficient method for the synthesis of 3-alkynylpyrrole-2,4-dicarboxylates from methylene isocyanides and propiolaldehyde with moderate to good yields has been developed. The direct transformation process and good tolerance of various substituents make it an alternative approach to previous protocols, and potential applications of these investigated compounds are expected with or without post-modifications.

Organocatalytic Regio- and Enantioselective N-Alkylation of Isoxazol-5-ones

A chiral phosphoric acid catalyzed regio- and enantioselective reaction between 1-acylamino-3-arylprop-2-yn-1-ols and isoxazol-5-ones has been developed for the first time. With the established protocol, N-alkylation of isoxazol-5-ones was achieved, affording enantioenriched N,N-acetals in 74–99 % yield with 72–88 % ee.

Bi(OTf)3-catalyed One-pot Synthesis of α-Halo-β-amino Ketones and Acyl Aziridines from 3-Aryl Propargyl Alcohols

A Bi(OTf)3-catalyed reaction of 3-aryl propargyl alcohols with sulfonamide and halogen source was firstly investigated, which provided a facile route for the synthesis of a large variety of α-halo-β-amino ketones. The key intermediates, β-amino

One-pot synthesis of 3-substituted-4H-[1,2,3] triazolo[5,1-c][1,4]oxazin-6(7H)-ones from propargyl alcohols, chloroacetyl chloride, and sodium azide

An efficient, one-pot synthesis of 3-substituted-4H-[1,2,3]triazolo[5,1-c][1,4]oxazin-6(7H)-ones is developed via sequential esterification, substitution, and 1,3-dipolar cycloaddition processes of various propargyl alcohols, chloroacetyl chloride, and so

When Gold Meets Perfumes: Synthesis of Olfactive Compounds via Gold-Catalyzed Cycloisomerization Reactions

An efficient, and mild synthetic route for the preparation of functionalized volatile oxa-bicyclo[4.1.0]-hept-4-ene (29 compounds, 44-98% isolated yields) has been developed relying on the association of IPrAuCl with NaBArF. The remarkable selectivity was demonstrated on a 1 g and 25 g scale with low catalyst loadings. The synthetic utility of these low-molecular-weight enols was further demonstrated by the derivatization of some adducts and by the unprecedented olfactory evaluation of all bicyclic derivatives.

Photocatalyzed Diastereoselective Isomerization of Cinnamyl Chlorides to Cyclopropanes

Endergonic isomerizations are thermodynamically unfavored processes that are difficult to realize under thermal conditions. We report a photocatalytic and diastereoselective isomerization of acyclic cinnamyl chlorides to strained cyclopropanes. Quantum mechanical calculations (uM06-2X and DLPNO), including TD-DFT calculations, and experimental studies provide evidence for the energy transfer from an iridium photocatalyst to the allylic chloride substrate followed by C-Cl homolytic cleavage. Subsequent Cla￠ radical migration forms a localized triplet 1,3-diradical intermediate that, after intersystem crossing, undergoes ring-closing to form the desired product. The mild reaction conditions are compatible with a broad range of functional groups to generate chlorocyclopropanes in high yields and diastereoselectivities. A more efficient process is developed by addition of a catalytic amount of a nickel complex, and we propose a novel role for this cocatalyst to recycle an allyl chloride byproduct generated in the course of the reaction. The reaction is also shown to be stereoconvergent, as an E/Z mixture of cinnamyl chlorides furnish the anti-chlorocyclopropane product in high diastereoselectivity. We anticipate that the use of a visible light activated photocatalyst to transform substrates in combination with a transition metal catalyst to recycle byproducts back into the catalytic cycle will provide unique opportunities for the discovery of new reactivity.

Synthesis of (: Z)-β-halo α,β-unsaturated carbonyl systems via the combination of halotrimethylsilane and tetrafluoroboric acid

A convenient and broadly applicable method for the hydrohalogenation of ynones is described, by the combination of halotrimethylsilanes and tetrafluoroboric acid. Practically, one equivalent of HX (Br?nsted acid) and BF3 (Lewis acid) is smoothly generated, which activates the carbonyl compounds. Through this protocol, 42 examples of (Z)-β-halovinyl carbonyl compounds (Cl, Br and I) were obtained, in good yields and high stereoselectivity having 2-MeTHF as a solvent.

Rhodium-Catalyzed 1,1-Hydroacylation of Thioacyl Carbenes with Alkynyl Aldehydes and Subsequent Cyclization

A rhodium-catalyzed 1,1-hydroacylation of thioacyl carbenes with alkynyl and alkenyl aldehydes and subsequent 6-endo-trig/dig cyclization are realized, giving structurally diverse 4H-thiopyran-4-ones and 2,3-dihydro-4H-thiopyran-4-ones in moderate to good yields. The oxidative addition of Rh(I) to aldehydes is proposed to be the turnover-limiting step. Manipulations of estrones demonstrate the applications of our formal (3 + 3) transannulations in the structural modifications of natural products.

Catalyst-Free Annulation of 2-Pyridylacetates and Ynals with Molecular Oxygen: An Access to 3-Acylated Indolizines

A catalyst and additive-free annulation of 2-pyridylacetates and ynals under molecular oxygen was the first developed, affording 3-acylated indolizines in good to excellent yields. Molecular oxygen was used as the source of the carbonyl oxygen atom in indolizines. This approach was compatible with a wide range of functional groups, and especially it has been successfully extended to unsaturated double bonds and triple bonds, which were difficult to prepare by previous methods in a single step.

Metal-free aminothiation of alkynes: Three-component tandem annulation toward indolizine thiones from 2-alkylpyridines, ynals, and elemental sulfur

A metal-free three-component annulation reaction for the synthesis of indolizine thiones via tandem C-C/C-N/C-S bond formation was developed. Various 2-alkylpyridines with aromatic ynals and elemental sulfur proceeded smoothly under catalyst-free conditions, and the desired products were obtained in moderate to excellent yields.