122124-41-8

Usage

Uses

Used in Organic Synthesis:
1-Phenyl-4-hexyn-3-one is used as a synthetic intermediate for the production of various organic compounds. Its unique structure allows it to be a versatile building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-Phenyl-4-hexyn-3-one serves as a key component in the development of new drugs. Its reactivity and structural features make it suitable for the synthesis of complex organic molecules with potential therapeutic applications.
Used in Agrochemical Industry:
1-Phenyl-4-hexyn-3-one is also utilized in the agrochemical sector for the synthesis of novel pesticides and other crop protection agents. Its ability to form a variety of chemical bonds contributes to the creation of effective and targeted agrochemical products.
Used in Specialty Chemicals:
In the specialty chemicals market, 1-Phenyl-4-hexyn-3-one is employed for the synthesis of compounds with specific properties, such as fragrances, dyes, and other functional materials. Its versatility in organic synthesis makes it a valuable asset in this industry.

Upstream product

• 184577-40-0 (+/-)-1-phenylhex-4-yn-3-ol 
• 78-75-1 1,2-Dibromopropane 
• 170646-96-5 N-methoxy-N-methyl-3-phenylpropionamide 
• 104-53-0 3-phenyl-propionaldehyde 
• 140149-77-5 5-phenyl-1-trimethylsilylpent-1-yn-3-ol 
• 99902-35-9 5-phenylpent-1-yn-3-ol 
• 84733-04-0 (3S)-3-(tert-butyldimethylsiloxy)-5-phenyl-1-pentyne 

Downstream Products

• 122124-64-5 3-(tert-Butyl-dimethyl-silanyloxy)-3-phenethyl-1-phenyl-hex-4-yn-1-one 
• 122124-62-3 4-(tert-Butyl-dimethyl-silanyloxy)-4-phenethyl-hept-5-yn-2-one 
• 188559-22-0 (2S,5R)-2-[(S)-1-(3-Dibenzylamino-phenyl)-propyl]-5-hydroxy-1-((R)-2-oxo-4-phenyl-oxazolidin-3-yl)-5-phenethyl-oct-6-yne-1,3-dione 
• 60550-53-0 (E)-1-phenyl-3-penten-2-one 
• 1189125-30-1 (S)-1-phenylhex-4-yn-3-ol 
• 1378249-93-4 (S)-3-methyl-1,7-diphenylheptan-3-ol 
• 1378249-86-5 (E)-methyl 6-(dimethylphenylsilyl)-3,3,6-trimethyl-10-phenyl-7-decenoate 
• 1378249-85-4 (E)-methyl 6-(dimethylphenylsilyl)-3,3,6-trimethyl-10-phenyl-7-decenoate 
• 1378249-84-3 (E)-dimethyl(3-methyl-1,7-diphenyl-4-hepten-3-yl)phenylsilane 
• 1378249-83-2 (E)-dimethyl(3-methyl-1,7-diphenyl-4-hepten-3-yl)phenylsilane 
• 1378249-66-1 2-(((3S,4E)-5-dimethyl(phenyl)silyl-1-phenyl-4-hexen-3-yl)oxy)-5,5-dimethyl-1,3,2-dioxaphosphinane-2-oxide 
• 1378249-64-9 C₂₀H₂₆OSi 
• 1378249-91-2 C₂₈H₃₆Si 

Relevant academic research and scientific papers

Enantioselective [3 + 2] annulation of 4-isothiocyanato pyrazolones and alkynyl ketones under organocatalysis

An asymmetric [3 + 2] annulation reaction of 4-isothiocyanato pyrazolones with alkynyl ketones in the presence of an organic catalyst derived from a cinchona alkaloid under mild conditions is realized. This protocol provides unprecedented expeditious access to a wide range of optically active spiro[pyrroline-pyrazolones] with various electronic properties in high yields with good to excellent enantioselectivities.

C-F bond cleavage enabled redox-neutral [4+1] annulation via C-H bond activation

Using α,α-difluoromethylene alkyne as a nontraditional one-carbon reaction partner, a synthetically novel method for the construction of isoindolin-1-one derivatives via Rh(III)-catalyzed [4+1] annulation reaction is reported. The 2-fold C-F bond cleavage not only enables the generation of desired product under an overall oxidant-free condition but also results in a net migration of carbon-carbon triple bond. In addition, the present reaction protocol exhibits a tolerance of a wide spectrum of functional groups due to the mild reaction conditions employed.

Catalytic enantioselective construction of β-quaternary carbons via a conjugate addition of cyanide to β,β-disubstituted α,β-unsaturated carbonyl compounds

The first general catalytic enantioselective conjugate addition of cyanide to β, β-disubstituted α,β-unsaturated ketones and N-acylpyrroles was developed using a strontium catalyst derived from Sr(O iPr)2 and new chiral ligand 5. The reaction exhibited excellent enantioselectivity and a wide substrate scope using 0.5-10 mol % catalyst. 1,4-Adducts containing β-quaternary carbons were exclusively produced over 1,2-adducts. ESI-MS analysis of the strontium catalyst indicated that the active catalyst was a trimetallic Sr/5 = 3:5 complex. The exclusive 1,4-selectivity was partly due to the ability of the strontium complex to promote both a retro-cyanation reaction from the 1,2-adducts and highly enantioselective conjugate cyanation.

Formation of chiral C(sp3)-C(sp) bond by allylic substitution of secondary allylic picolinates and alkynyl copper reagents

(Chemical Equation Presented) To establish allylic substitution of secondary allylic alcohol derivatives with alkynyl copper reagents, allylic esters bearing the (2-pyridine)CO2-, (2-pyrazine)CO2-, (EtO)2PO2-, C6F5CO2-, o-(Ph2P)-C6H4CO2-, MeOCO 2-, or. AcO- group were examined. First, picolinate (R 1=Me, R2=CH2OPMB) was subjected to reaction with (TMS-C≡C)2CuLi 3 LiBr at 0 °C. Although no substitution took place, MgBr2 (3 equiv) was found to promote the reaction to produce the anti SN2′ product in 93% yield with 94% regioselectivity and 99% chirality transfer. In contrast, substitution of the other esters with the copper reagent in the presence of MgBr2 were less reactive ((2-pyrazine)CO2-) or marginally reactive (other cases). Generality of the substitution using picolinates was established with five picolinates (R1=Me, Ph(CH2)2, PMBO(CH 2)3; R2=Me, CH2OPMB, CH 2OTBS, C5H11, c-C6H11) and seven alkynyl copper reagents (R3=TMS, Ph, p-TBSOC 6H4, p- and o-MeOC6H4, p-MeC 6H4, p-FC6H4), furnishing anti SN2′ products in 61-93% yields with high regioselectivity (usually >90%) and high chirality transfer (usually >95%). In addition, transformation of the products was briefly studied. 2009 American Chemical Society.