550358-35-5

Upstream product

• 16466-97-0 1-propynylmagnesium bromide 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 648433-40-3 1-methoxy-4-(1-prop-1-ynyl-but-3-enyl)-benzene 
• 18191-59-8 allylsilane 
• 1042149-33-6 4-(4-methoxyphenyl)-2-methyl-6,7-dihydro-4H-cyclopenta[b]pyran-5-one 
• 32730-15-7 (4-methoxyphenyl)-(3-methylbenzofuran-2-yl)methanone 
• 1296846-26-8 1-(4-methoxyphenyl)-3-methyl-1,2-butadiene 
• 1420293-47-5 4-((4-chlorophenyl)thio)-4-(4-methoxyphenyl)butan-2-one 
• 943-88-4 4-(p-methoxyphenyl)-3-butene-2-one 
• 3815-30-3 4-(4-methoxyphenyl)-3-buten-2-one 

Relevant academic research and scientific papers

Regioselective Rh-Catalyzed Hydroformylation of 1,1,3-Trisubstituted Allenes Using BisDiazaPhos Ligand

The efficient hydroformylation of 1,1,3-trisubstituted allenes is accomplished with low loadings of a Rh catalyst supported by a BisDiazaPhos (BDP) ligand. The ligand identity is key to achieving high regioselectivity, while the mild reaction conditions m

Synthesis of highly substituted γ-butyrolactones by a gold-catalyzed cascade reaction of benzyl esters

Easily accessible benzylic esters of 3-butynoic acids in a gold-catalyzed cyclization/rearrangement cascade reaction provided 3-propargyl γ-butyrolactones with the alkene and the carbonyl group not being conjugated. Crossover experiments showed that the formation of the new C-C bond is an intermolecular process. Initially propargylic-benzylic esters were used, but alkyl-substituted benzylic esters worked equally well. In the case of the propargylic- benzylic products, a simple treatment of the products with aluminum oxide initiated a twofold tautomerization to the allenyl-substituted g-butyrolactones with conjugation of the carbonyl group, the olefin, and the allene. The synthetic sequence can be conducted stepwise or as a one-pot cascade reaction with similar yields. Even in the presence of the gold catalyst the new allene remains intact.

Synthesis of β-sulfanyl ketones via a tandem rearrangement-conjugate addition reaction catalyzed by a Re(V)-oxo complex

A method for synthesizing β-sulfanyl ketones via a tandem rearrangement and conjugate addition reaction has been developed. This methodology provides access to a range of β-sulfanyl ketones through the rearrangement of propargyl alcohols to the corresponding enones followed by the conjugate addition of unactivated thiols. The one-pot, tandem transformation is catalyzed by ReOCl3(OPPh3)(S(CH3)2) affording aryl and alkyl β-sulfanyl ketones in good to excellent yield.

A simple and versatile re-catalyzed meyer-schuster rearrangement of propargylic alcohols to α,β-unsaturated carbonyl compounds

The development of a general catalytic procedure for the rapid and efficient 1,3-rearrangement of free secondary and tertiary propargylic alcohols to the corresponding α,β-unsaturated carbonyl compounds using available [ReOCl3(OPPh3)-(SMe2)] complex, was reported. The reaction was carried out under neutral environmental conditions with no racemization of potentially enolizable stereocenters with virtually complete E stereoselectivity. The reaction under dimethoxyethane, proceeded at the lower rate than in THF, but with reduced by-products and the yield obtained were highly significant. The reaction was reported to increase constantly at the expense of the (Z)-isomer 2b, where the double bong isomerization was attributed to a catalytic effect of the rhenium complex. The resulted new version of Meyer-Schuster rearrangement will find enormous application in organic synthesis to develop one-pot multistep reaction sequences.