25461-80-7

Upstream product

• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 65-85-0 benzoic acid 
• 98-88-4 benzoyl chloride 
• 131354-47-7 4-methyl-1-phenyl-pent-2-yne-1,4-diol 

Downstream Products

• 493-71-0 bullatenone 
• 55337-62-7 4-hydroxy-4-methyl-3-phenoxy-1-phenyl-pent-2-en-1-one 
• 27409-56-9 3-(1-Hydroxy-1-methylethyl)-5-phenylisoxazole 
• 55337-63-8 (Z)-4-Hydroxy-4-methyl-3-(naphthalen-2-yloxy)-1-phenyl-pent-2-en-1-one 
• 74731-46-7 [1-(2-Hydroxy-ethyl)-5-(1-hydroxy-1-methyl-ethyl)-1H-[1,2,3]triazol-4-yl]-phenyl-methanone 
• 74731-61-6 1,1-dimethyl-8-benzoyl-5,6,7-triazolo-2,5-oxazin-3-one 
• 126247-73-2 (E)-4-benzoylmethylene-5,5-dimethyl-1,3-dioxolan-2-one 
• 74255-37-1 C₁₈H₁₈O₂S₂ 
• 65081-57-4 (Z)-4-Hydroxy-4-methyl-1-phenyl-3-phenylselanyl-pent-2-en-1-one 
• 131354-47-7 (R)-4-Methyl-1-phenyl-pent-2-yne-1,4-diol 
• 321855-44-1 (S)-(-)-4-methyl-1-phenyl-2-pentyn-1,4-diol 
• 131354-51-3 Acetic acid (R)-4-hydroxy-4-methyl-1-phenyl-pent-2-ynyl ester 
• 54401-44-4 4-bromo-2,2-dimethyl-5-phenyl-furan-3-one 
• 5198-65-2 2,2-dimethyl-5-phenyl-furan-3-one-(2,4-dinitro-phenylhydrazone) 

Relevant academic research and scientific papers

Facile synthesis of 3(2H)-furanones

Abstract: A practical method for the synthesis of 3(2H)-furanones including the bullatenone was described. Intramolecular cyclization of 4-hydroxyalkynones in the presence of KOH affords the biologically potent furanones in moderate-to-good yield at room temperature. Synthesis of 4-hydroxyalkynones from the reaction of acid chloride and terminal alkyne in the presence of copper iodide at room temperature was also reported.

Base-Catalyzed Borylation/B-O Elimination of Propynols and B2pin2 Delivering Tetrasubstituted Alkenylboronates

An efficient approach to tetrasubstituted alkenylboronates via a cascade borylation/B-O elimination of propynols and B2pin2 was disclosed. A series of tetrasubstituted alkenylboronates were readily furnished with this strategy in good yields, with further transformations leading to tetrasubstituted alkenes and β-diketones demonstrating the synthetic potential of the alkenylboronates constructed by this strategy as versatile intermediates in organic synthesis.

PHOSPHINE COMPOUND HAVING PERFLUORO GROUP, AND COMPLEX BETWEEN METAL AND PHOSPHINE HAVING PERFLUORO GROUP

PROBLEM TO BE SOLVED: To provide a perfluoroalkylphosphine compound, and a complex between a metal and the perfluoroalkylphosphine. SOLUTION: A perfluoroalkylphosphine compound is a phosphine compound represented by the general formula Rf-PR1R2. In the formula, R1 and R2 are each independently a substituted or unsubstituted hydrocarbon group; Rf is a perfluorinated hydrocarbon group. Also provided is a complex between the perfluoroalkylphosphine and a phosphine coordination metal. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

METHODS OF PRODUCING PHOSPHINE COMPOUND HAVING PERFLUORO GROUP AND COMPLEX BETWEEN METAL AND PHOSPHINE HAVING PERFLUORO GROUP

PROBLEM TO BE SOLVED: To provide methods of producing a perfluoroalkylphosphine compound improved in a phosphorus element yield and a chemical yield. SOLUTION: A method of producing a perfluoroalkylphosphine compound comprises either reacting a perfluoroalkyl iodide with, e.g., 2,4,6-trimethylbenzoyldiphenylphosphine oxide (TMDPO) or a triarylphosphine such as triphenylphosphine, which are easily available, in the presence of a radical generator such as azobis(isobutyronitrile) or light irradiation, or reacting TMDPO or the like with perfluoroalkyl iodide in the presence of diphenylphosphine, diethylphosphine, dicyclohexylphosphine or the like. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

Photoinduced Synthesis of P-Perfluoroalkylated Phosphines from Triarylphosphines and Their Application in the Copper-Free Cross-Coupling of Acid Chlorides and Terminal Alkynes

A practical synthesis yielding P-perfluoroalkylated phosphines from triarylphosphines and perfluoroalkyl iodides has been developed. The photoinduced reaction involves the substitution of aryl groups on the phosphorus atom with perfluoroalkyl groups to successfully afford P-perfluoroalkylated phosphines. In addition, the P-perfluoroalkylated phosphines were found to promote the Cu-free cross-coupling reaction of acid chlorides with terminal alkynes.

Pd-catalyzed coupling reaction of acid chlorides with terminal alkynes using 1-(2-pyridylethynyl)-2-(2-thienylethynyl)benzene ligand

In the presence of 1-(2-pyridylethynyl)-2-(2-thienylethynyl)benzene as a ligand, the direct synthesis of alkynones has accomplished by a Pd-catalyzed coupling reaction of acid chlorides with terminal acetylenes under mild conditions.

Cationic gold(I)-catalyzed intramolecular cyclization of γ-hydroxyalkynones into 3(2H)-furanones

"Chemical Equation Presented" The combination of (p-CF 3C6H4)3PAuCl and AgOTf generates a powerful catalyst for the intramolecular cyclizations of readily available y-hydroxyalkynones un-der mild conditions. The

Synthesis of acetylenic ketones by a Pd-catalyzed carbonylative three-component coupling reaction in [bmim]PF6

A carbonylative three-component coupling reaction of aryl iodides with terminal alkynes catalyzed by PdCl2(PPh3)2 was carried out using an ionic liquid, [bmim]PF6, as the reaction medium, which resulted in good yields of α,β-acetylenic ketones. The low-viscosity ionic liquid, [bmim]NTf2, was not suitable for this reaction, since the background Sonogashira coupling reaction, a competing reaction, also proceeded.

PMHS-mediated couplings of alkynes or benzothiazoles with various electrophiles: Application to the synthesis of (-)-akolactone A

Polymethylhydrosiloxane (PMHS) in combination with CsF facilitates the cross-coupling of alkynes or benzothiazoles with an array of vinyl, styryl, and aryl halides or nonaflates as well as acid chlorides. Experimental and spectroscopic evidence indicates that these reactions involve the in situ generation of a siloxyl intermediate. These cross-couplings proceed relatively quickly at room temperature and under amine-free conditions. To demonstrate the applicability of the method, a total synthesis of the cyctotoxic butanolide (-)-akolactone A was carried out.