178056-86-5

Upstream product

• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 65-85-0 benzoic acid 
• 614-45-9 tert-Butyl peroxybenzoate 
• 10147-11-2 propargyl benzene 
• 100-52-7 benzaldehyde 
• 98-88-4 benzoyl chloride 

Downstream Products

• 109182-89-0 1-phenyl-1,2-pentadiene 
• 1159628-80-4 C₁₆H₁₈O₃ 
• 117356-18-0 β-hydroxy β-phenyl acetate de t-butyle 
• 1174672-24-2 C₂₄H₂₀O₄ 
• 1041175-16-9 (S)-(+)-N-methyl-N-(1-phenyl-2-propynyl)aniline 
• 1393660-46-2 C₂₃H₁₈O₃ 
• 4210-32-6 4-tert-butyl benzonitrile 
• 623-03-0 4-Cyanochlorobenzene 
• 874-90-8 4-methoxybenzonitrile 
• 5398-63-0 2,5-diphenylpyrazine 

Relevant academic research and scientific papers

Rhodium-catalysed synthesis of fused pyrimidine derivatives employing N-sulfonyl-1,2,3-triazoles as a 1-aza-[4C] synthon

A new synthetic application of N-sulfonyl-1,2,3-triazoles acting as a 1-aza-[4C] synthon via the 1,2-shift reaction of an α-imine rhodium carbene was developed for the synthesis of fused pyrimidine derivatives. The high reactivity of the strained three-me

Copper-catalyzed benzylic oxidation of C(sp3)-H bonds

A selective oxidation of benzylic C(sp3)-H bonds to C(sp 3)-O bonds catalyzed by copper complexes of quinoline-imine ligands was developed with peresters as oxidants under mild reaction conditions, which converted benzylic methylenes directly into benzylic alcohols and esters by means of direct C-H bond functionalization.

Gold-catalyzed 1,2-/1,2-bis-acetoxy migration of 1,4-bis-propargyl acetates: A mechanistic study

The late transition metal catalyzed rearrangement of propargyl acetates offers an interesting platform for the development of synthetically useful transformations. We have recently shown that gold complexes can catalyze a highly selective tandem 1,2-/1,2-bis-acetoxy migration in 1,4-bis-propargyl acetates to form 2,3-bis-acetoxy-1,3-dienes. In this way, (1Z,3Z)- or (1Z,3E)- and (1E,3Z)-1,3-dienes could be obtained in a stereocontrolled manner depending on the electronic and steric features of the ancillary ligand bound to gold and the substituents at the propargylic positions. In this work, we report an experimental study on the scope of this transformation, plus a detailed theoretical examination of the reaction mechanism, which has revealed the key features responsible for the reaction stereoselectivity. Synthetic applications towards the one-pot synthesis of quinoxaline heterocycles and tandem Diels-Alder processes have also been devised. Copyright

Gold-Catalyzed stereocontrolled synthesis of 2,3-Bis(acetoxy)-1,3-dienes

A 1,4-bis(propargyl acetates) undergo a highly selective tandem 1,2-/1,2-Bis(acetoxy) migration to give 2,3-Bis(acetoxy)-1,3-dienes, that, depending on the catalyst of choice,(1Z,3Z) or (1Z,3E and 1E,3Z)-1,3-dienes can be obtained in a stereocontrolled manner. It was found that the 1,2-Bis(acetoxy) migration was favored in all studied cases and no allene product was observed in the reaction mixtures. It was also found that more e sterically demanding substrate dramatically improved the selectivity thereby revealing the key role of sterics in the stereocontrol of these transformations. The results show that the choice of the acetoxy migrating first seemed to be of key importance and is determined both by the electronic character and sterical bulkiness of substituents at the propargylic position.

Reaction of difluorocarbene with propargyl esters and efficient synthesis of difluorocyclopropyl ketones

Difluorocarbene generated from FSO2CF2CO2SiMe3 (TFDA) at 120 °C could reacted with terminal alkynes having an ester group at the α position to the triple bond. Difluorocyclopropenes were further converted to difluorocyclopropyl ketones under alkaline condition. Mechanism for the conversion was studied.