79644-40-9

Upstream product

• 93362-61-9 (E)-1,4-Dimethyl-1,3-hexadien-5-in-1-yl-triflat 
• 75-89-8 2,2,2-trifluoroethanol 
• 95-87-4 2,5-Dimethylphenol 
• 358-23-6 trifluoromethylsulfonic anhydride 

Downstream Products

• 356570-53-1 1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dimethylbenzene 
• 553-94-6 4-bromo-m-xylene 
• 1367627-01-7 C₁₈H₁₈O 
• 1393539-00-8 2-(2,5-dimethylphenyl)-1-octene 
• 40397-98-6 2,5-dimethylphenyl isocyanate 
• 197456-16-9 cyclopentyl (2,5-dimethylphenyl)carbamate 
• 1425783-89-6 S-butyl (2,5-dimethylphenyl)carbamothioate 

Relevant academic research and scientific papers

A Practical Synthesis of 2,6-Dicarboxyfluorenone

Herein, we report a new and efficient method for the large scale synthesis of 2,6-dicarboxyfluorenone 5 in 95% yield using 0.01 mol% of bis(triphenylphosphine)palladium(II) chloride, (PPh3)2 PdCl2, as a catalyst, starting

Intermolecular mizoroki-heck reaction of aliphatic olefins with high selectivity for substitution at the internal position

New ligand for old reaction: The title reaction of aryltriflates with aliphatic olefins leads to substitution at the internal position with high selectivity. The ratio of the desired isomer (shown in the scheme) to the sum of all other isomers is generall

Regioselectivity switch achieved in the palladium catalyzed α-arylation of enones by employing the modified Kuwajima-Urabe conditions

A new regioselective approach to the synthesis of α-aryl enones is reported. This represents an important application of the Kuwajima-Urabe protocol toward the synthesis of this simple albeit complex functional array. Several α-aryl enones were synthesized by the palladium catalyzed arylation of triethylsilylenol ethers of enones with high regioselectivity and broad scope, utilizing sterically encumbered electron-rich phosphine ligands to drive the reaction.

The conversion of phenols to the corresponding aryl halides under mild conditions

Mild, novel procedures have been developed for the syntheses of aryl halides from the corresponding phenols in modest to good yields via boronate ester intermediates.

Phenyl Cations as Reactive Intermediates in the Solvolysis of Dien-in-yl Triflates

The synthesis, separation, and solvolysis of the stereoisomeric 1,4-dimethyl-1,3-hexadien-5-yn-1-yl triflates 15a - c in various solvents are described.In contrast to the (Z)-isomers 15a - c, the (E)-isomers 15a - c react preferably via an intermediate phenyl cation 16 to give the phenyl ethers 17.Further mechanistic investigations which support the formation of the intermediate phenyl cations 16 are described.The formation of the benzylic derivatives 18 is discussed.

Experimental Evidence for a Phenyl Cation Intermediate in the Solvolysis Reactions of Dienynyl Trifluoromethanesulphonates

The synthesis, separation, and solvolysis of the stereoisomeric dienynyl trifluoromethanesulphonates (1) are described, whereby the E-isomers, in contrast with the Z-isomers, rearrange to a remarkable extent to form the phenyl ethers (5) via the phenyl cations (2).