95785-28-7

Upstream product

• 99-90-1 para-bromoacetophenone 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 13329-40-3 4-Iodoacetophenone 
• 264135-62-8 1,1,2,2,3,3,4,4,4-nonafluoro-butane-1-sulfonic acid 4-acetyl-phenyl ester 
• 99-93-4 4-Hydroxyacetophenone 

Downstream Products

• 1415694-17-5 1-(4-(1,1-dimethyl-3-phenyl-1H-indeno[1,2-c]furan-8-yl)phenyl)ethanone 
• 1448750-51-3 C₁₃⁽¹³⁾CH₁₄O₄ 
• 1515880-58-6 1-(4-(9,9-dimethyl-9H-benzo[b]pyrrolo[1,2-d][1,2,3]triazolo[5,1-g][1,4]diazepin-8-yl)phenyl)ethanone 
• 1515880-67-7 1-(4-(1,3,9,9-tetramethyl-9H-benzo[b]pyrrolo[1,2-d][1,2,3]triazolo[5,1-g][1,4]diazepin-8-yl)phenyl)ethanone 
• 1549706-28-6 diisopropyl ((4-acetylphenyl)ethynyl)phosphonate 
• 72390-25-1 1-(4-(3-hydroxy-3-methylbutyl)phenyl)ethan-1-one 
• 1174920-00-3 (E)-1-(4-(3-hydroxy-3-methylbut-1-en-1-yl)phenyl)ethan-1-one 
• 123770-67-2 1-(4-((4-methoxyphenyl)ethynyl)phenyl)ethanone 
• 1228390-96-2 1-(4-(3-(4-methoxyphenyl)-3-methylbut-1-ynyl)phenyl)ethanone 
• 42472-69-5 4-ethynylacetophenone 

Relevant academic research and scientific papers

Hydrazine Hydrate Accelerates Neocuproine–Copper Complex Generation and Utilization in Alkyne Reduction, a Significant Supplement Method for Catalytic Hydrogenation

Diimine (HN═NH) is a strong reducing agent, but the efficiency of diimine oxidized from hydrazine hydrate or its derivatives is still not good enough. Herein, we report an in situ neocuproine–copper complex formation method. The redox potential of this complex enable it can serve as an ideal redox catalyst in the synthesis of diimine by oxidation of hydrazine hydrate, and we successfully applied this technique in the reduction of alkynes. This reduction method displays a broad functional group tolerance and substrate adaptability as well as the advantages of safety and high efficiency. Especially, nitro, benzyl, boc, and sulfur containing alkynes can be reduced to the corresponding alkanes directly, which provides a useful complementary method to traditional catalytic hydrogenation. Besides, we applied this method in the preparation of the Alzheimer’s disease drug CT-1812 and studied the mechanism.

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.

Palladium-Catalyzed Nitration of Meyer-Schuster Intermediates with tBuONO as Nitrogen Source at Ambient Temperature

A novel domino palladium-catalyzed nitration of Meyer-Schuster intermediates which were generated in situ from propargylic alcohols was developed, by the use of t-BuONO, leading to α-nitro enones in good to excellent yields at room temperature with a broa

Palladium-catalyzed oxidative deacetonative coupling of 4-aryl-2-methyl-3-butyn-2-ols with H-phosphonates

An efficient and generally applicable protocol for palladium-catalyzed oxidative deacetonative coupling of 4-aryl-2-methyl-3-butyn-2-ols with dialkyl H-phosphonates has been developed. This methodology provides a new and practical route to alkynylphosphonates using the inexpensive 4-aryl-2-methyl-3-butyn-2-ols as the alkyne sources. This reaction could also be performed with aryl bromides, 2-methyl-3-butyne-2-ol and dialkyl H-phosphonates using the cheap 2-methyl-3-butyne-2-ol as an alkyne source. This journal is

Synthesis of Oxazolidin-2-ones by Tandem Cyclization of Propargylic Alcohols and Phenyl Isocyanate Promoted by Silver Catalysts as π-Lewis Acids

Highly Z-selective syntheses of oxazolidin-2-ones from propargylic alcohols containing internal alkynes and phenyl isocyanate were achieved by using a combination of silver acetate and N,N-dimethylaminopyridine. The catalytic system was applied to proparg

Tandem C-2 functionalization-intramolecular Azide-Alkyne 1,3-Dipolar Cycloaddition reaction: A convenient route to highly diversified 9H-Benzo[b]pyrrolo[1,2-g][1,2,3]triazolo[1,5-d][1,4]diazepines

An efficient diversity-oriented synthetic approach to annulated 9H-benzo[b]pyrrolo[1,2-g][1,2,3]- triazolo[1,5-d][1,4]diazepines has been developed using a Sc(OTf)3-catalyzed two-component tandem C-2 functionalization- intramolecular azide-alky

Sonogashira reaction of aryl and heteroaryl halides with terminal alkynes catalyzed by a highly efficient and recyclable nanosized MCM-41 anchored palladium bipyridyl complex

A heterogeneous catalyst, nanosized MCM-41-Pd, was used to catalyze the Sonogashira coupling of aryl and heteroaryl halides with terminal alkynes in the presence of CuI and triphenylphosphine. The coupling products were obtained in high yields using low Pd loadings to 0.01 mol%, and the nanosized MCM-41-Pd catalyst was recovered by centrifugation of the reaction solution and re-used in further runs without significant loss of reactivity.

UC Pd: A new form of PdVC for sonogashira couplings

Screening of different sources of Pd/C shows reagents of highly variable nanoparticle sizes and oxidation states of the metal. Typically, catalysts with higher surface area are viewed as likely to be the more reactive. In this paper a new form of Pd/C, "U

Fast copper-, ligand- and solvent-free Sonogashira coupling in a ball mill

A solvent-free method for the Sonogashira coupling reaction was established under ball milling conditions without the use of copper or additional ligands. Pd(OAc)2 or Pd(PPh3)4 in combination with 1,4-diazabicyclo[2.2.2]octane (DABCO) were chosen as catalysts and base, respectively. The reaction was investigated using a variety of aryl halides and acetylenes and with different amounts of the Pd-catalyst and DABCO. Results indicated that the employment of Pd(OAc)2 in combination with SiO2 as a grinding auxiliary preferentially induces the transformation of aryl iodides to the corresponding Sonogashira coupling products. In contrast, both the substitution of SiO2 by Al 2O3 or replacement of Pd(OAc)2 with Pd(PPh 3)4 enable the reaction of aryl bromides with phenylacetylenes. The selective reaction of bis-ethynyl compounds to double-coupled products and the influence of further common bases on the reaction was also scrutinized, confirming the high reactivity of DABCO as a base for solvent-free transformations.

Copper-free Sonogashira coupling in amine-water solvent mixtures

Extensive study of different amine-water solvent mixtures was carried out for copper free Sonogashira coupling of aryl iodides. The influence of the palladium sources, ligands, amine-water ratio and further additives was also evaluated. Application of sec-butylamine-water mixture proved to be an excellent medium for rapid and efficient coupling of aryl-iodides at ambient temperature in the presence of PdCl2(PPh3)2 as catalyst.