54744-72-8

Upstream product

• 98-01-1 furfural 
• 536-74-3 phenylacetylene 
• 932-88-7 1-iodo-2-phenylethyne 
• 614-99-3 Ethyl 2-furoate 
• 4440-01-1 lithium phenylacetylide 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 1004-22-4 (phenylethynyl)sodium 
• 675825-21-5 Lithium enolate of the acetaldehyde 

Downstream Products

• 96282-48-3 Z-1-(5-ethoxy-2,5-dihydrofuran-2-ylidene)-3-phenyl-2-propyne 
• 1373253-81-6 1-(furan-2-yl)-3-phenyl-3-(1H-pyrazol-1-yl)propan-1-one 
• 2976-01-4 1-(furan-2-yl)-3-phenylpropan-1-one 
• 1515880-30-4 9-(furan-2-yl)-8-phenyl-9H-benzo[b]pyrrolo[1,2-d][1,2,3]triazolo[5,1-g][1,4]diazepine 
• 1228040-38-7 3-benzyl-2-(furan-2-yl)imidazo[1,2-a]pyridine 
• 1261266-71-0 ethyl (2Z,4E)-2-formyl-5-(furan-2-yl)-3-phenypenta-2,4-dienoate 
• 928843-03-2 2-(2-furanyl)-2-(2-phenylethynyl)-1,3-dithiolane 
• 3988-74-7 (E)-1-(furan-2-yl)-3-phenylprop-2-en-1-one 
• 69656-34-4 (2Z)-1-(2-furyl)-3-phenylprop-2-en-1-one 
• 2975-99-7 2-furyl phenylethynyl ketone 
• 875877-85-3 [[1-(2-furyl)-3-phenyl-2-propynyl]oxy]-trimethylsilane 

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

DBU-Catalyzed Rearrangement of Secondary Propargylic Alcohols: An Efficient and Cost-Effective Route to Chalcone Derivatives

A 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)-catalyzed rearrangement of diarylated secondary propargylic alcohols to give α,β-unsaturated carbonyl compounds has been developed. The typical 1,3-transposition of oxy functionality, characteristic of Mayer-Schuster rearrangements, is not observed in this case. A broad substrate scope, functional-group tolerance, operational simplicity, complete atom economy, and excellent yields are among the prominent features of the reaction. Additionally, the photophysical properties and crystal-structure-packing behavior of selected compounds were investigated and found to be of interest.

Transition-Metal-Free Ring Expansion Reactions of Indene-1,3-dione: Synthesis of Functionalized Benzoannulated Seven-Membered Ring Compounds

A novel ring expansion reaction of indene-1,3-dione with alkynyl ketones under transition-metal-free conditions has been developed. This process offers an efficient and direct way to synthesize benzoannulated seven-membered rings or fused-ring compounds t

Rhodium-Catalyzed Intermolecular trans-Disilylation of Alkynones with Unactivated Disilanes

Disilylation of alkynes could provide rapid entry to synthetically useful 1,2-bissilyl-alkenes, but is currently limited to activated disilanes reacting in an intramolecular fashion. Reported herein is an efficient rhodium(I)-catalyzed intermolecular disi

Alkynylation of aldehydes mediated by zinc and allyl bromide: a practical synthesis of propargylic alcohols

Abstract: A practical synthesis of propargylic alcohols was developed by alkynylation of aldehydes mediated by zinc and allyl bromide. Aromatic, aliphatic and vinyl aldehydes react with phenylacetylene or 1-hexyne to obtain various propargylic alcohols at room temperature in up to 98% yield. This method is characterized with inexpensive materials, wide substrate scope, and mild reaction conditions, and is also easy to scale up. In addition, this protocol is applicable to the alkynylation of α-ketone esters and epoxides to generate α-tertiary-hydroxy esters and α-alkynyl alcohols, respectively. Graphical Abstract: [Figure not available: see fulltext.].

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

Alkynylation of aldehydes and ketones using the Bu4NOH/H 2O/DMSO catalytic composition: A wide-scope methodology

The Favorsky reaction of a wide range of aldehydes and ketones with alkynes has been implemented under mild conditions (5-20 C). Using a Bu 4NOH/H2O/DMSO catalytic system, propargylic alcohols are formed cleanly in 39-93% (mostly 72-93%) yields and with ca. 100% selectivity. The method is suitable for aliphatic, aromatic, and heteroaromatic aldehydes and ketones, and for aliphatic, aromatic, and functionalized acetylenes. Thus, this represents the most general and efficient protocol to achieve the Favorsky reaction. Copyright

Synthesis of quinazoline based chiral ligands and application in the enantioselective addition of phenylacetylene to aldehydes

Five novel 4-phenylquinazolinols were synthesised in three steps. Their application as ligands in the titanium tetraisopropoxide promoted catalytic enantioselective addition of phenylacetylene to a variety of aldehydes gave propargylic alcohols. Under the