38395-07-2

Upstream product

• 7299-58-3 phenylpropiolyl chloride 
• 91-16-7 1,2-dimethoxybenzene 
• 536-74-3 phenylacetylene 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 2150-38-1 methyl 3,4-dimethoxybenzoate 
• 6738-06-3 phenylethynylmagnesium bromide 
• 4732-70-1 3,4-dimethoxyphenylglyoxylic acid 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 3535-37-3 3,4-dimethoxybenzoic acid chloride 

Downstream Products

• 1284175-79-6 C₁₉H₂₀O₃S 
• 1427763-85-6 5-(3,4-dimethoxyphenyl)-3-phenyl-4,5-dihydroisoxazol-5-ol 
• 1262229-71-9 C₁₉H₁₇NO₄ 
• 1262229-91-3 C₃₂H₂₅NO₄ 
• 1373647-62-1 5-(3′,4′-dimethoxyphenyl)-3-phenylisoxazole 
• 1196986-16-9 3-(3',4?'-dimethoxyphenyl)-5-phenyl-1H-pyrazole 
• 1447925-18-9 3-(3,4-dimethoxybenzoyl)-3a-hydroxy-2-phenyl-3aH-1-oxa-8a-azacyclopenta[a]inden-8-one 
• 1542077-82-6 (Z)-1-(3,4-dimethoxyphenyl)-2-iodo-3-isopropoxy-3-phenylprop-2-en-1-one 
• 1324007-17-1 C₂₉H₂₆N₂O₄ 
• 65007-72-9 Benzoic acid (E)-3-(3,4-dimethoxy-phenyl)-3-oxo-1-phenyl-propenyl ester 

Relevant academic research and scientific papers

Atom-Economic Synthesis of Highly Functionalized Bridged Ring Systems Initiated by Ring Expansion of Indene-1,3-dione

An atom economic procedure for the regioselective synthesis of bridged seven-membered-ring compounds from simple reactants such as ynones and indene-1,3-dione has been developed. This process was realized through the one-pot reactions of ring-expansion of

Straightforward Stereoselective Synthesis of Seven-Membered Oxa-Bridged Rings through in Situ Generated Cycloheptenol Derivatives

An iodine-mediated stereoselective synthesis of seven-membered oxa-bridged rings via in situ generated cycloheptenols was reported. This process was realized through the combination of C-C σ-bond cleavage and C-O bond-forming reactions in a one-pot fashion from simple and easily accessible raw materials. The formation of carbon radicals initiated by I2 was the key to the reaction.

Selective Insertion of Alkynes into C-C σ Bonds of Indolin-2-ones: Transition-Metal-Free Ring Expansion Reactions to Seven-Membered-Ring Benzolactams or Chromone Derivatives

An unprecedented ring expansion reaction of indolin-2-ones with alkynyl ketones under transition-metal-free conditions has been developed. Base-promoted selective cleavage of a C-C σ bond of the amide is the key in this process, which provides a straightf

Palladium-Catalyzed Cascade Annulation/Allylation of Alkynyl Oxime Ethers with Allyl Halides: Rapid Access to Fully Substituted Isoxazoles

A novel and efficient approach for the synthesis of functionalized isoxazoles via palladium-catalyzed cascade annulation/allylation of alkynyl oxime ethers with allyl halides has been established. The present protocol exhibits mild reaction conditions, good functional group compatibility, and convenient operation. Moreover, scalability was performed and further decoration of the isoxazole product was achieved.

Sunlight-Driven Decarboxylative Alkynylation of α-Keto Acids with Bromoacetylenes by Hypervalent Iodine Reagent Catalysis: A Facile Approach to Ynones

A novel and practical decarboxylative alkynylation of α-keto acids with bromoacetylenes is catalyzed by hypervalent iodine(III) reagents when irradiation by sunlight at room temperature. The product ynones are generated in good yields. Experiments show that results obtained with blue light (λ=450-455 nm) are comparable to those obtained when using sunlight. Mechanistic studies demonstrate that the sunlight-driven decarboxylation undergoes a radical process.

Preparation of 3,5-disubstituted pyrazoles and isoxazoles from terminal alkynes, aldehydes, hydrazines, and hydroxylamine

The reaction of terminal alkynes with n-BuLi, and then with aldehydes, followed by the treatment with molecular iodine, and subsequently hydrazines or hydroxylamine provided the corresponding 3,5-disubstituted pyrazoles or isoxazoles in good yields with high regioselectivity, through the formations of propargyl secondary alkoxides and α-alkynyl ketones. The present reactions are one-pot preparation of 3,5-disubstituted pyrazoles from terminal alkynes, aldehydes, molecular iodine, and hydrazines, and 3,5-disubstituted isoxazoles from terminal alkynes, aldehydes, molecular iodine, and hydroxylamine.

Synthesis and biological evaluation of 3-amino-2-pyrones as selective cyclooxygenase-1 (COX-1) inhibitors

A group of 3-amino-2-pyrones were synthesized and their biological activities were evaluated for inhibiting cyclooxygenase (COX) activity. This study has led to the identification of COX-1-selective inhibitors. Among the tested compounds, the compound 5j exhibited the most potent COX-1 inhibitory activity (IC50 = 19.32 μg/mL) and COX-1 selectivity index (SI = 41.98).

Three-component tandem reaction involving acid chlorides, terminal alkynes, and ethyl 2-amino-1H-indole-3-carboxylates: Synthesis of highly diversified pyrimido[1,2-a]indoles via sequential Sonogashira and [3+3] cyclocondensation reactions

A simple, highly efficient three-component reaction involving acid chlorides, terminal alkynes, and ethyl 2-amino-1H-indole-3-carboxylates, for the synthesis of highly diversified pyrimido[1,2-a]indoles has been described. The salient feature of the react

Three-component tandem reaction involving acid chlorides, terminal alkynes, and 2-aminoindole hydrochlorides: Synthesis of α-carboline derivatives in aqueous conditions via regioselective [3 + 3] cyclocondensation

An efficient synthesis toward highly diversified α-carboline derivatives via a three-component tandem reaction using acid chlorides, terminal alkynes, and 2-aminoindole hydrochlorides has been described. The salient feature of the one-pot strategy involve

Effective partial alkynylation of carboxylic acid derivatives to alkynyl ketones

The reaction of carboxylic acid derivatives such as esters, acid chlorides and acid anhydrides with alkynyl lithiums in the presence of lithium morpholinide and BF3.OEt2 gave alkynyl ketones in good yield (73-96%).