15814-30-9

Upstream product

• 671-51-2 N-ethoxycarbonylaziridine 
• 4440-01-1 lithium phenylacetylide 
• 536-74-3 phenylacetylene 
• 109-94-4 formic acid ethyl ester 
• 2579-22-8 Phenylpropargyl aldehyde 
• 1719-19-3 2-Methyl-4-phenyl-3-butyn-2-ol 
• 71-43-2 benzene 
• 6738-06-3 phenylethynylmagnesium bromide 
• 15814-32-1 1,5-diphenylpenta-1,4-diyn-3-ol 
• 1431620-35-7 (S)-5-phenyl-3-(2-phenylethynyl)pent-4-yne-2,3-diol 
• 107-31-3 Methyl formate 
• 199620-14-9 chromium⁽⁰⁾ hexacarbonyl 
• 13939-06-5 molybdenum hexacarbonyl 
• 591-50-4 iodobenzene 

Downstream Products

• 1029-94-3 2,6-diphenyl-pyran-4-one 
• 18627-99-1 3-Phenyl-4-acetyl-4-ethoxy-carbonyl-5-benzyliden-cyclopenten-⁽²⁾-on 
• 18627-85-5 1.5-Diphenylmercapto-1.5-diphenyl-pentadien-on-⁽³⁾ 
• 20378-91-0 1-(N,N-Dimethyl-p-phenylendiamino)-1,5-diphenyl-penten-⁽¹⁾-4-in-3-on 
• 18627-86-6 1.5-Bis--1.5-diphenyl-pentadien-on-(3) 
• 18627-73-1 1--1,5-diphenyl-penten-(1)-4-in-3-on 
• 82816-07-7 1,3-Bis-(2-phenyl-[1,3]dioxolan-2-yl)-propan-2-one 
• 193145-80-1 9-(3-Phenyl-1-phenylethynyl-prop-2-ynylidene)-9H-fluorene 
• 60836-30-8 C₂₄H₁₈N₂O₂S 
• 60836-13-7 1,5-diphenyl-penta-1,4-diyn-3-one tosylhydrazone 
• 886-66-8 1,4-diphenyl-1,3-butadiyne 

Relevant academic research and scientific papers

Oxovanadium complex-catalyzed oxidation of propargylic alcohols using molecular oxygen

Oxovanadium complexes work as useful catalysts for the oxidation of propargylic alcohols to the corresponding carbonyl compounds in the presence of 3 ? molecular sieves under an atmospheric pressure of molecular oxygen.

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

Photoinduced Aerobic Iodoarene-Catalyzed Spirocyclization of N-Oxy-amides to N-Fused Spirolactams**

Iodoarene catalysis is a powerful methodology that usually requires an excess of oxidant, or of redox mediator if the terminal oxidant is dioxygen, to generate the key hypervalent iodine intermediate to proceed efficiently. We report that, using the spiro-cyclization of amides as a benchmark reaction, aerobic iodoarene catalysis can be enabled by relying on a pyrylium photocatalyst under blue light irradiation. This unprecedented dual organocatalytic system allows the use of low catalytic loading of both catalysts under very mild operating conditions.

Regiodivergent Hydration-Cyclization of Diynones under Gold Catalysis

Skipped diynones, efficiently prepared from biomass-derived ethyl lactate, undergo a tandem hydration-oxacyclization reaction under gold(I) catalysis. Reaction conditions have been developed for a switchable process that allows selective access to 4-pyrones or 3(2H)-furanones from the same starting diynones. Further application of this methodology in the total synthesis of polyporapyranone B was demonstrated.

Ethyl lactate as a renewable carbonyl source for the synthesis of diynones

Ethyl lactate, a sustainable feedstock, serves as a highly attractive building block for the synthesis of value-added chemicals such as skipped diynones and, after gold-catalyzed transposition, conjugated diynones. Green solvents are involved in all steps

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.).

Redesign of a Pyrylium Photoredox Catalyst and Its Application to the Generation of Carbonyl Ylides

We report the exploration into photoredox generation of carbonyl ylides from benzylic epoxides using newly designed 4-mesityl-2,6-diphenylpyrylium tetrafluoroborate (MDPT) and 4-mesityl-2,6-di-p-tolylpyrylium tetrafluoroborate (MD(p-tolyl)PT) catalysts. These catalysts are excited at visible wavelengths, are highly robust, and exhibit some of the highest oxidation potentials reported. Their utility was demonstrated in the mild and efficient generation of carbonyl ylides from benzylic epoxides that otherwise could not be carried out by current common photoredox catalysts.

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.) .

Regioselective hydrocarbonylation of phenylacetylene to α,β-unsaturated esters and thioesters with Fe(CO)5and Mo(CO)6

A highly regioselective hydrocarbonylation of phenylacetylene with thiols and alcohols was developed using metal carbonyls/diazabicyclo[2.2.2]octane (DABCO) system at 100?°C in DMF. The use of Mo(CO)6and thiols in the presence of DABCO was applied as an efficient Pd-free method for hydrothiocarbonylation of phenylacetylene into trans-α,β-cinamyl thioesters in excellent yields (88–98%). Similar reaction using Fe(CO)5/ROH/DABCO system resulted into high yield synthesis of trans-α,β-cinamyl esters (87–98%). These reactions were conducted under mild reaction conditions without the need to use gaseous CO or any phosphine ligand and palladium catalyst.

The gilded edge in acetylenic scaffolding: Pd-catalyzed cross-coupling reactions of phosphine-gold(I) oligoynyl complexes

Stable bis(gold(I) alkynyl) complexes of tetraethynylethene (TEE) derivatives were readily prepared and employed in Sonogashira-like palladium-catalyzed phosphine-gold(I) halide elimination reactions with aryl iodides and redox-active tetrathiafulvalene (TTF) mono- and bisiodides. This presents a particularly convenient method for the preparation of symmetrical and asymmetrical tetrathiafulvalene (TTF)-fused radiaannulenes in good yields.