126403-71-2

Upstream product

• 4294-57-9 para-methylphenylmagnesium bromide 
• 106-38-7 para-bromotoluene 
• 7440-66-6 zinc 
• 7699-45-8 zinc dibromide 
• 7646-85-7 zinc(II) chloride 

Downstream Products

• 90252-90-7 3-(4-tolyl)-3-butenoic acid 
• 208253-26-3 4-[4-(3,3-dimethyl-6-p-tolyl-cyclohexa-1,5-dienyl)-but-3-en-1-ynyl]-benzoic acid ethyl ester 
• 208253-14-9 ethyl (E)-4-(4-(1-(4-methylphenyl)-3,3-dimethylcyclohexen-2-yl)but-3-en-1-yn-1-yl)benzoate 
• 76103-24-7 4-(p-tolyl)coumarin 
• 114772-34-8 methyl 4'-methylbiphenyl-2-carboxylate 
• 34035-05-7 5-(4-tolyl)-2-furaldehyde 
• 53040-92-9 4-(4-tolyl)anisole 
• 31053-03-9 N-(4-methylphenyl)piperidine 
• 5184-70-3 1-bromo-4-tosylbenzene 
• 640-57-3 phenyltolylsulfone 
• 134-84-9 4-Methylbenzophenone 
• 611-97-2 bis(p-methylphenyl)-methanone 
• 5395-79-9 4'-methyl-4-chlorobenzophenone 
• 1198348-26-3 5-fluoro-2-(4-methylphenyl)pyridine 

Relevant academic research and scientific papers

Sequential Organozinc Formation and Negishi Cross-Coupling of Amides Catalysed by Cobalt Salt

Herein, a cobalt-catalysed Negishi-type cross-coupling of amide derivatives is described. Apart from being the first example of cobalt-catalysed Negishi-type coupling of amides, the process described employs a unique, simple, and cheap catalytic system to perform both the organozinc formation and the Negishi-type coupling. Indeed, the same cobalt(II) bromide salt used to form the arylzinc species from aryl bromides is then re-used to perform the cross coupling of this resulting arylzinc with N-benzoyl glutarimides at room temperature. The main advantages of the reaction presented are its robustness and ease of use. Indeed, the reactions of organozinc formation and Negishi-type coupling are performed without precautions toward water or oxygen. (Figure presented.).

Cobalt-Catalyzed Oxidative Homocoupling of Arylzinc Species

A novel procedure for the synthesis of functionalized symmetrical biaryl compounds is described. The reaction proceeds via the oxidative homocoupling of arylzinc species formed by cobalt catalysis in the presence of air or p-benzoquinone depending on the nature of the functional group.

One-pot synthesis of aryl sulfones from organometallic reagents and iodonium salts

A transition-metal-free arylation of lithium, magnesium, and zinc sulfinates with diaryliodonium salts is described. The sulfinic acid salts were prepared from the reaction of the corresponding organometallic reagents and sulfur dioxide. Combination of the three single steps (preparation of the organometallic compound, sulfinate formation, and arylation) leads to a one-pot sequence for the synthesis of aryl sulfones from simple starting materials. The chemoselectivity of unsymmetrical diaryliodonium salts has been investigated. Potential and limitations of this method will be discussed.

CuI catalyzed sulfonylation of organozinc reagents with sulfonyl halides

In this study, a facile CuI catalyzed synthesis of sulfones involving a nucleophilic addition of functionalized organozinc reagents to organic sulfonyl chlorides is realized. This reaction proceeds efficiently at room temperature, giving rise to various functional group substituted sulfones, generally in moderate to high yields. The method provides a novel, simple, and promising strategy for functionalized sulfone synthesis in the research field of sulfur chemistry. the Partner Organisations 2014.

Nickel-catalyzed enantioselective arylation of pyridinium ions: Harnessing an iminium ion activation mode

A nickel for your thoughts.?? An enantioselective nickel-catalyzed cross-coupling between N-acylpyridinium salts and organozinc reagents is reported. The catalytic system, which is comprised of an air-stable NiII source and a chiral phosphoramidite ligand, affords 2-substituted-2,3-dihydro-4-pyridones with up to >99 % ee. Copyright

Directed nickel-catalyzed negishi cross coupling of alkyl aziridines

Herein we report a nickel-catalyzed C-C bond-forming reaction between simple alkyl aziridines and organozinc reagents. This method represents the first catalytic cross-coupling reaction employing a nonallylic and nonbenzylic Csp3-N bond as an electrophile. Key to its success is the use of a new N-protecting group (cinsyl or Cn) bearing an electron-deficient olefin that directs oxidative addition and facilitates reductive elimination. Studies pertinent to elucidation of the mechanism of cross coupling are also presented.

Cobalt-catalyzed electrophilic amination of arylzincs with N-chloroamines

Roles reversed: An efficient cobalt-catalyzed electrophilic amination of arylzinc reagents has been achieved. A variety of functionalized arylzincs and N-chloroamines were coupled under mild conditions (see scheme). Both secondary and tertiary arylamines were obtained in moderate to excellent yields. Copyright

Cobalt-catalysed synthesis of highly substituted styrene derivatives via arylzincation of alkynes

A new two-step procedure was developed by carbozincation of internal and terminal alkynes to synthesise highly functionalised vinylzinc bromides. Various tri and tetrasubstituted alkenes were prepared in moderate to good yields under mild reaction conditions in a stereo-selective manner. This methodology represents an interesting alternative to previously known methods. This journal is

Preparation of aromatic organozinc compounds and composition therefor

The invention relates to a technique for preparing aromatic organozinc compounds and to a composition therefore. This composition constitutes a reactant that can be used to carry out the synthesis of organozinc compounds, and comprises a cobalt salt, a zinc salt, a polar aprotic solvent and elemental zinc in divided form, the elemental zinc being in solid form, the other elements being in a form dissolved in the solvent. Application to organic synthesis.

New chemical synthesis of functionalized arylzinc compounds from aromatic or thienyl bromides under mild conditions using a simple cobalt catalyst and zinc dust

A new chemical method for the preparation of arylzinc intermediates is described in acetonitrile, on the basis of the activation of aryl bromides by low-valent cobalt species arising from the reduction of cobalt halide by zinc dust. This procedure allows for the synthesis of a variety of functionalized aryl- and thienylzinc species in good to excellent yields. The versatility and the simplicity of that original method represent an alternative to most known procedures.