15814-32-1

Upstream product

• 6738-06-3 phenylethynylmagnesium bromide 
• 2579-22-8 Phenylpropargyl aldehyde 
• 109-94-4 formic acid ethyl ester 
• 536-74-3 phenylacetylene 
• 1719-19-3 2-Methyl-4-phenyl-3-butyn-2-ol 
• 107-31-3 Methyl formate 
• 4440-01-1 lithium phenylacetylide 
• 4891-38-7 phenylpropynoic acid methyl ester 
• 71-43-2 benzene 
• 108932-57-6 trimethyl phenylorthopropiolate 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 

Downstream Products

• 15814-30-9 1,5-diphenyl-penta-1,4-diyn-3-one 
• 108979-93-7 3-hydroxy-1,5-diphenylpent-4-yn-1-one 
• 117552-49-5 1,5-diphenyl-pent-2ξ-en-4-yn-1-one 
• 37845-36-6 (E)-1,5-diphenyl-1-penten-4-yn-3-one 
• 27871-98-3 3-Brom-1,5-diphenyl-1,4-pentadiin 
• 1029-96-5 2,6-diphenyl-4H-thiopyran-4-one 
• 81028-19-5 2-benzylidene-3-oxo-5-phenyl-2,3-dihydrotellurophene 
• 81064-44-0 (1Z,4Z)-1-Ethoxy-5-((1E,4Z)-5-ethoxy-3-oxo-1,5-diphenyl-penta-1,4-dienyltellanyl)-1,5-diphenyl-penta-1,4-dien-3-one 
• 80697-46-7 2,6-diphenyl-γ-telluropyrone 
• 50428-89-2 4-benzyl-3-phenyl-5-phenylethynyl-3H-oxazol-2-one 
• 50428-71-2 1,5-Diphenyl-2-(p-tolylthio)-1,4-pentadien-3-on 
• 54623-70-0 1,6-diphenyl-3,4-di(2’-phenylethynyl)-hexa-1,5-diyne 
• 50428-68-7 (1E,4E)-1-(3,4-Dimethyl-phenylamino)-1,5-diphenyl-penta-1,4-dien-3-one 
• 1029-94-3 2,6-diphenyl-pyran-4-one 

Relevant academic research and scientific papers

Tandem Michael-anti-Michael Addition-Mediated Orthogonal Strapping of Diynones: Regioselective Spirocyclopentannulation of Oxindoles and Pyrazolones and DFT Validation

An efficient protocol involving the transformation of sequentially generated recursive anions from heterocyclic precursors to orthogonally strap diynones through one pot transition-metal-free spirocyclopentannulation has been devised, employing oxindoles

Construction of 3-Sulfonyl Naphthalenes via Tandem Reaction of 1,4-Diyn-3-yl Esters with Sodium Sulfinates

Polysubstituted 3-sulfonyl naphthalenes were constructed in good to high yields by AlCl3-mediated tandem reaction of 1,4-diyn-3-yl esters and sodium sulfinates. This reaction proceeded under mild reaction conditions and tolerated a variety of functional groups. Moreover, the mechanistic studies indicated that the initial formation of allene under DBU from 1,4-diyn-3-yl ester and a sequence of nucleophilic addition of sodium sulfinate, the formation of allene, and intramolecular cyclization might be involved.

Gold-Catalyzed [4 + 1]-Annulation Reactions between 1,4-Diyn-3-ols and Isoxazoles to Construct a Pyrrole Core

This work reports gold-catalyzed [4 + 1]-annulation reactions between 1,4-diyn-3-ols and isoxazoles or benzisoxazoles to yield pyrrole derivatives. The reaction chemoselectivity is controlled by an initial attack of an isoxazole at a less hindered alkyne to form gold carbenes, further inducing a 1,2-migration of a second alkyne group. A broad substrate scope of 1,4-diyn-3-ols, isoxazoles and even benzisoxazoles highlighted the reaction utility.

Copper-Catalyzed Cascade Aminoalkynylation-Oxidation of Propargylic Alcohols: Stereospecific Synthesis of (Z)-2-Amino Conjugated Enynals/Enynones

Copper-catalyzed cascade aminoalkynylation-oxidation of propargylic alcohols has been realized, sterospecifically providing an array of (Z)-2-amino conjugated enynals/enynones in good yields under mild conditions. This transformation involves a rare 1,3-a

An Unexpected Domino Reaction of β-Keto Sulfones with Acetylene Ketones Promoted by Base: Facile Synthesis of 3(2H)-Furanones and Sulfonylbenzenes

An unexpected domino reaction of β-keto sulfones with acetylene ketones has been developed. The domino reaction of β-keto sulfones with diynones proceeded smoothly in the presence of 30 mol% K2CO3 without other additives, and afforded the novel 3(2H)-furanone derivatives. On replacing the diynones with terminal alkyne ketones, the reaction regioselectivity was changed and sulfonylbenzenes were obtained via benzannulation in good yields. (Figure presented.).

Transition Metal-Free Synthesis of 3-Alkynylpyrrole-2-carboxylates via Michael Addition/Intramolecular Cyclodehydration

A transition metal-free and efficient method for the synthesis of 3-alkynylpyrrole-2-carboxylates from diynones and glycine esters or 2-aminoacetophenone hydrochloride has been developed. This transformation provides a large range of substituted pyrroles in good to excellent yields with the elimination of water as the only by-product. The detailed mechanistic studies elucidated that this transformation involves a Michael addition/intramolecular cyclodehydration process. (Figure presented.) .

Radical Reactions of 1,4-Alkadiynes: Metal Coordination as an Effective Tool for Controlling the Regio- and Stereoselectivity of the C-C Bond Formation

A novel method for selective generation of radicals in 1,4-alkadiynes is developed by employing a π-bonded Co2(CO)6 core as a triple-bond immobilizing, cation-stabilizing, and radical-guiding auxiliary group. The isolation of α-alkyn

Synthesis of highly substituted 3-formylfurans by a gold(I)-catalyzed oxidation/1,2-alkynyl migration/cyclization cascade

3-Formylfuran derivatives are core structures of a variety of bioactive natural products. However, procedures for their preparation are still rare and generally inefficient in terms of atom economy: These methods require multiple steps or harsh reaction c

Bronsted acid catalyzed and NIS-promoted cyclization of diynones: Selective synthesis of 4-pyrone, 4-pyridone, and 3-pyrrolone derivatives

Bronsted acid catalyzed tandem cyclization was found to be highly effective for the preparation of a series of polysubstituted 4-pyrones from diynones (yield up to 99%). 4-Pyridone and 3-pyrrolone derivatives were also selectively synthesized by employing NIS and/or Bronsted acid. NIS as an electrophilic reagent could promote these reactions efficiently and rapidly under very mild reaction conditions.

Synthesis of simple diynals, diynones, their hydrazones, and diazo compounds: Precursors to a family of dialkynyl carbenes (R1-C-C- C-C-C-R2)

A variety of substituted pentadiynols, -diynals, and -diynones have been prepared en route to precursors to dialkynyl carbenes (R1-C-C-C- C-C-R2). In light of the marginal stability associated with these simple systems, several strategies were required to assemble the carbon backbones. The requisite five-carbon skeletons were prepared using 4 + 1, 3 + 2, 2 + 2 + 1, and 2 + 1 + 1 + 1 coupling methodologies. The Dess-Martin periodinane serves as an excellent method for the oxidation of pentadiynols to diynals and diynones, although many of the oxidized products are sufficiently reactive that they were not isolated; rather, they were generated in situ and intercepted with nucleophiles such as tosylhydrazide or trisylhydrazide. The hydrazone derivatives are generally reliable precursors to diazo compounds and carbenes, although cyclization of the hydrazone to afford a pyrazole can be a complicating factor in certain instances.