5384-65-6

Usage

Uses

Used in Pharmaceutical Industry:
(3Z)-4-biphenyl-4-ylbut-3-en-2-one is used as an intermediate in the production of pharmaceuticals for its ability to be synthesized into various organic compounds.
Used in Perfume Industry:
(3Z)-4-biphenyl-4-ylbut-3-en-2-one is used as a component in perfumes due to its strong odor.
Used in Organic Compounds Synthesis:
(3Z)-4-biphenyl-4-ylbut-3-en-2-one is used as a key intermediate in the preparation of several important organic compounds, contributing to the synthesis of a range of chemical products.
Safety Note:
It is important to handle (3Z)-4-biphenyl-4-ylbut-3-en-2-one with caution, as it may be toxic if ingested or inhaled, and it can cause skin and eye irritation.

Upstream product

• 3218-36-8 4-Phenylbenzaldehyde 
• 67-64-1 acetone 
• 1439-36-7 1-triphenylphosphoranylidene-2-propanone 
• 92-66-0 4-bromo-1,1'-biphenyl 
• 78-94-4 methyl vinyl ketone 

Downstream Products

• 97481-66-8 8-Biphenyl-4-yl-4-hydroxy-1,3,6-trimethyl-1,3,7,8-tetrahydro-pyrimido[4,5-b][1,4]diazepin-2-one 
• 97481-61-3 6-Amino-5-[(E)-3-biphenyl-4-yl-1-methyl-prop-2-en-(Z)-ylideneamino]-1,3-dimethyl-1H-pyrimidine-2,4-dione 
• 1442690-01-8 1-(2-([1,1′-biphenyl]-4-yl)-3-(4-fluorobenzoyl)cyclopropyl)-ethanone 

Relevant academic research and scientific papers

Selective Cross-Dehydrogenative C(sp3)-H Arylation with Arenes

Selective C(sp3)-C(sp2) bond construction is of central interest in chemical synthesis. Despite the success of classic cross-coupling reactions, the cross-dehydrogenative coupling between inert C(sp3)-H and C(sp2)-H bonds represents an attractive alternative toward new C(sp3)-C(sp2) bonds. Herein, we establish a selective inter-and intramolecular C(sp3)-H arylation of alcohols with nondirected arenes that thereby provides a general pathway to access a wide range of β-arylated alcohols, including tetrahydronaphthalen-2-ols and benzopyran-3-ols, with high to excellent chemo-and regioselectivity.

Palladium-Catalyzed Cleavage of α-Allenylic Aryl Ether toward Pyrazolemethylene-Substituted Phosphinyl Allenes and Their Transformations via Alkenyl C-P(O) Cleavage

A palladium-catalyzed two-component coupling of allenylphosphine oxides with conjugated N-tosylhydrazones is revealed. For the first time, the cleavage of α-allenylic aryl ether toward pyrazolemethylene-substituted phosphinyl allenes enabled facile synthesis of combined motifs with pyrazole and allene. Moreover, the obtained adducts could be easily transformed to potential bioactive multifunctionalized phosphinates via a novel alkenyl C-P(O) cleavage.

Synthesis of Polysubstituted Pyridines via a One-Pot Metal-Free Strategy

An efficient strategy for the one-pot synthesis of polysubstituted pyridines via a cascade reaction from aldehydes, phosphorus ylides, and propargyl azide is reported. The reaction sequence involves a Wittig reaction, a Staudinger reaction, an aza-Wittig reaction, a 6π-3-azatriene electrocyclization, and a 1,3-H shift. This protocol provides quick access to the polysubstituted pyridines from readily available substrates in good to excellent yields.

Investigation on the ZBG-functionality of phenyl-4-yl-acrylohydroxamic acid derivatives as histone deacetylase inhibitors

A series of alternative Zn-binding groups were explored in the design of phenyl-4-yl-acrylohydroxamic acid derivatives as histone deacetylase (HDAC) inhibitors. Most of the synthesized compounds were less effective than the parent hydroxamic acid. However

Photoreactions of 4-Aryl-1-N-methylanilinobut-3-en-2-ones, β-(N-Alkyl-N-arylamino)ketones and Related Compounds

On irradiation, 1-N-methylanilino-4-arylbut-3-en-2-ones (6, aryl = p-methoxyphenyl and 4-biphenylyl) underwent type II fission to give 4-arylbut-3-en-2-ones (7) and cyclisation to 3-(2-arylethenyl)-1-phenylazetidin-3-ols (8).Irradiation of the β-arylaminoketones 3-N-methylanilino-1-phenylpropan-1-one (10), 1-phenyl-3-(1,2,3,4-tetrahydroquinolin-1-yl)propan-1-one (13), and 5-N-methylanilino-1-phenylpent-1-en-3-one (18) led to complex mixtures.A photo-cyclisation product, 1-phenyl-3-styrylpyrrolidin-3-ol (20) was isolated in low yield after irradiation of aminoketone 18 and evidence for photocyclisation was obtained in the other two cases (10 and 13).Prolonged irradiation of ketone 10 yielded 1,3-diphenylpyrrole along with N-methylaniline.Dehydrogenation to 3-(1-indolyl)-1-phenylpropan-1-one (17) occurred on irradiation of 3-(1-indolinyl)-1-phenylpropan-1-one (16).Similarly, dehydrogenation products 1-phenyl-3-(1,2,3,4-tetrahydroquinolin-1-yl)prop-2-en-1-one (14) and 5-N-methylanilino-1-phenylpenta-1,4-dien-3-one (19) were produced on irradiation of the β-aminoketones 13 and 18 respectively.Fission products N-methylaniline and 1,2-dimethyl-1,2-diphenylhydrazine (22) were isolated after irradiation of α-N-methylanilino-γ-butyrolactone (21).