220616-20-6

Upstream product

• 123-91-1 1,4-dioxane 
• 859981-75-2 3-phenyl-glutaric acid bis-pentylamide 
• 771-99-3 4-phenylpiperidine 
• 2996-92-1 phenyl trimethylsiloxane 
• 934-56-5 trimethyl(phenyl)stannane 
• 3262-89-3 triphenylboroxine 
• 4406-72-8 2-phenyl[1,3,2]dioxaborolane 
• 4406-77-3 2-Phenyl-1,3,2-dioxaborinane 
• 1692-26-8 bis(propan-2-yl) phenylboronate 
• 5123-13-7 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 5747-23-9 2-phenyl-1,3,2-benzodioxaborole 
• 100-47-0 benzonitrile 
• 98-80-6 phenylboronic acid 

Relevant academic research and scientific papers

Copper promoted C-N and C-O bond cross-coupling with phenyl and pyridylboronates

Acyclic and cyclic esters, as well as anhydride (boroxine) of phenylboronic acids are efficient phenylating agents in copper promoted C-N and C-O bond cross-coupling reactions. The first successful C-N cross-coupling of a heterocyclic boronate with heteroarenes, such as indazole, has been demonstrated.

Nickel-Catalyzed Decarboxylation of Aryl Carbamates for Converting Phenols into Aromatic Amines

Herein, we describe a new catalytic approach to accessing aromatic amines from an abundant feedstock, namely phenols. The most reliable catalytic method for converting phenols to aromatic amines uses an activating group, such as a trifluoromethane sulfonyl group. However, this activating group is eliminated as a leaving group during the amination process, resulting in significant waste. Our nickel-catalyzed decarboxylation reaction of aryl carbamates forms aromatic amines with carbon dioxide as the only byproduct. As this amination proceeds in the absence of free amines, a range of functionalities, including a formyl group, are compatible. A bisphosphine ligand immobilized on a polystyrene support (PS-DPPBz) is key to the success of this reaction, generating a catalytic species that is significantly more active than simple nonsupported variants.

Robust Buchwald-Hartwig amination enabled by ball-milling

An operationally simple mechanochemical method for the Pd catalysed Buchwald-Hartwig amination of arylhalides with secondary amines has been developed using a Pd PEPPSI catalyst system. The system is demonstrated on 30 substrates and applied in the context of a target synthesis. Furthermore, the performance of the reaction under aerobic conditions has been probed under traditional solution and mechanochemical conditions, the observations are discussed herein.

Regiospecific N-Arylation of Aliphatic Amines under Mild and Metal-Free Reaction Conditions

A transition metal-free N-arylation of primary and secondary amines with diaryliodonium salts is presented. Both acyclic and cyclic amines are well tolerated, providing a large set of N-alkyl anilines. The methodology is unprecedented among metal-free methods in terms of amine scope, the ability to transfer both electron-withdrawing and electron-donating aryl groups, and efficient use of resources, as excess substrate or reagents are not required.

Nickel-catalyzed amination of aryl Pivalates by the cleavage of aryl C-O bonds

(Figure Presented) Catalytic animation: The title reaction demonstrates the use of aryl carboxylates as suitable electrophilic coupling substrates in catalytic amination reactions. Nheterocyclic carbene ligands and NaOtBupromote the amination of aryl pivalates through the cleavage of normally unreactive aryl carbon-oxygen bonds (see scheme; cod = cyclooctadiene).

A convenient one-pot preparation of N-substituted 4-phenylpiperidines

N-Substituted 4-phenylpiperidines were readily synthesized by one-pot cyclization of diols with amines via bis-triflate intermediates. The new synthesis under mild conditions gave various N-substituted 4-phenylpiperidines in moderate to good yields.

Nickel catalyzed cross-coupling and amination reactions of aryl nitriles

Aryl nitriles have been found to participate in cross-coupling and amination reactions via nickel-catalyzed activation of the C-CN bond. With the development of these synthetically useful transformations, aryl nitriles can now be considered along with ary

Copper-promoted C-N bond cross-coupling with phenylstannane

Copper-promoted C-N bond cross-coupling of NH-containing substrates with phenylstannane at room temperature was accomplished with the addition of TBAF.