245322-91-2

Upstream product

• 536-74-3 phenylacetylene 
• 552-89-6 2-nitro-benzaldehyde 
• 1178514-33-4 C₁₇H₁₅NO₄ 

Downstream Products

• 612-96-4 2-Phenylquinoline 
• 1072913-40-6 ethyl 2-methyl-4-(phenylethynyl)quinoline-3-carboxylate 
• 1072913-41-7 ethyl 2-phenyl-4-(phenylethynyl)quinoline-3-carboxylate 
• 1072913-42-8 ethyl 4-(phenylethynyl)-2-propylquinoline-3-carboxylate 
• 1072913-49-5 1-(2-methyl-4-(phenylethynyl)quinolin-3-yl)ethanone 
• 1159987-75-3 C₁₅H₁₁NO₂ 
• 1584729-12-3 C₁₉H₂₀NO₃P 
• 1584729-18-9 C₂₆H₂₀NOP 
• 948-65-2 2-phenyl-indole 
• 1584729-07-6 C₂₃H₃₀N₃O₂P 
• 1584729-06-5 C₂₇H₃₈N₄O₃P₂ 
• 1584729-06-5 C₂₇H₃₈N₄O₃P₂ 
• 1584729-02-1 C₂₇H₃₈N₄O₃P₂ 

Relevant academic research and scientific papers

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.].

Solvent-free synthesis of propargylic alcohols using zno as a new and reusable catalyst by direct addition of alkynes to aldehydes

Under solvent-free conditions, the synthesis of propargylic alcohols by direct addition of terminal alkynes to aldehydes promoted by ZnO as a novel, commercially, and cheap catalyst is described. Furthermore, the catalyst can be reused for several times w

To stay as allene or go further? Synthesis of novel phosphono-heterocycles and polycyclics via propargyl alcohols

The reaction of aryl-substituted propargyl alcohols possessing o-nitro and o-alkylidene groups with (RO)2PCl afford novel phosphono(tetrahydro) dibenzazepines, N-hydroxyindolinones or polycyclics (including one with three fused four-membered ri

NbCl5 mediated deprotection of methoxy methyl ether

An efficient cleavage of methoxy methyl ether using NbCl5 is described. This protocol works efficiently with MOM ethers of alkyl, allyl, propargyl, benzyl alcohol and phenol derivatives. MOM esters are also found to be effectively cleaved under the present conditions.

Catalytic enantioselective addition of terminal alkynes to aromatic aldehydes using zinc-hydroxyamide complexes

A mandelamide ligand, derived from (S)-mandelic acid and (S)-phenylethanamine, catalyzes the addition of aryl-, alkyl- and silyl-alkynylzinc reagents to aromatic and heteroaromatic aldehydes with good yields and good to high enantioselectivities.

Me3Ga-mediated alkynylation of aldehydes

The trimethylgallium reagent was found to promote the addition of phenylacetylene to various aromatic and aliphatic aldehydes. This reaction was efficiently carried out in anhydrous CH2Cl2 at room temperature under mild conditions an

Titanium and zirconium benzofuranoxides. Crystal structures and catalytic properties

Reactions of Ti(OiPr)4 or Zr(OEt)4 with 4 equivalents of 2,3-dihydro-2,2-dimethyl-7-benzofuranol (ddbfoH) in toluene gave neutral complexes that in the solid state are dimers of [Ti(μ-ddbfo) 2(ddbfo)6] and [Zr(ddbfo)3(EtOH)(μ-EtO)] 2 composition. The former could also be conveniently synthesized in a direct reaction of TiCl4 with ddbfoH. This air-stable aryloxo compound was found to initiate living ring-opening polymerization of lactides affording polyesters with narrow molecular weight distribution. It also catalyzed addition of terminal acetylenes to aryl aldehydes. The Royal Society of Chemistry.

Cascade synthesis of 3-quinolinecarboxylic ester via benzylation/ propargylation-cyclization

(Chemical Equation Presented) Reactions of 2-amino-aryl alcohols with β-ketoesters catalyzed by a catalytic amout of FeCl3 via tandem benzylation-cyclization produce the corresponding 3-quinolinecarboxylic esters in good to high yields. Extending this methodology to propargylation- cyclization, 2-nitrophenyl propargyl alcohols with β-ketoesters catalyzed by FeCl3 and SnCl2 also produce the 4-alkyne-3- quinolinecarboxylic esters. The mechanistic details of this benzylation/ propargylation and cyclization cascade process are also discussed.

Reductive cyclization of o-nitrophenyl propargyl alcohols: Facile synthesis of substituted quinolines

Reduction of secondary and tertiary o-nitrophenyl propargyl alcohols followed by acid-catalyzed Meyer-Schuster rearrangement gave 2-substituted and 2,4-disubstituted quinolines, respectively. Tertiary propargyl alcohols gave excellent yields of the quinoline derivative, while the yields of quinolines were slightly reduced when secondary propargyl alcohol derivatives were utilized.

A new entry in catalytic alkynylation of aldehydes and ketones: Dual activation of soft nucleophiles and hard electrophiles by an indium(III) catalyst

(Chemical Equation Presented). A new entry in catalytic alkynylation of carbonyl compounds was developed in which dual activation of both soft nucleophiles (terminal alkynes) and hard electrophiles (aldehydes and ketones) is achieved using an indium(III)