10270-33-4

Upstream product

• 60-29-7 diethyl ether 
• 871892-23-8 2-iodomethylbenzonitrile 
• 925-90-6 ethylmagnesium bromide 
• 917-64-6 methyl magnesium iodide 
• 22115-41-9 2-(bromomethyl)benzonitrile 
• 59225-67-1 3-ethyl-4-methylene-3,4-dihydro-benzo[d][1,2,3]triazine 
• 612-13-5 2-cyanobenzyl chloride 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 216446-38-7 2-(3-oxo-1,3-dihydro-2,1-benzisoxazol-1-ylmethyl)benzonitrile 

Downstream Products

• 871882-44-9 bibenzyl-2,2'-dicarboxamide 
• 31486-19-8 2,2'-Bis-aminomethyldiphenylethan 
• 4281-17-8 2,2'-(ethane-1,2-diyl)bisbenzoic acid 

Relevant academic research and scientific papers

REDUCTIVE COUPLING OF BENZYL HALIDES USING NICKEL(0)-COMPLEX GENERATED IN SITU IN THE PRESENCE OF TETRAETHYLAMMONIUM IODIDE, A SIMPLE AND CONVENIENT SYNTHESIS OF BIBENZYLS

Zerovalent nickel complex generated in situ by reduction of NiBr2(PPh3)2 with zinc powder in the presence of Et4NI was found to be an effective catalyst for homo-coupling of benzyl halides.The catalytic reactions proceeded smoothly in various solvents under mild conditions to afford dehalogenative-coupling products in good to high yields.

Copper-catalyzed radical carbooxygenation: Alkylation and alkoxylation of styrenes

A simple copper-catalyzed direct radical carbooxygenation of styrenes is developed utilizing alkyl bromides as radical resources. This catalytic radical difunctionalization accomplishes both alkylation and alkoxylation of styrenes in one pot. A broad rang

Mixed Alkyl/Aryl Diphos Ligands for Iron-Catalyzed Negishi and Kumada Cross Coupling Towards the Synthesis of Diarylmethane

Mixed alkyl/aryl diphos ligands have been prepared and their application in iron-catalyzed cross coupling of benzylic chlorides with diaryl zinc (Negishi) or aryl Grignard reagents (Kumada) towards the synthesis of diarylmethane has been evaluated. The iron?diphos catalytic system exhibited the enhanced activity and selectivity in the two coupling reactions. The electron-rich mixed PPh2/PCy2 ligands outperformed their symmetrical PPh2 congeners, and led to decreased homocoupling byproduct formation. It indicates that the electronic effect of the ligands plays an important role in the catalytic performance. The Fe catalyst supported by L8 bearing an electron-rich PCy2 substituent and a sterically demanding tert-butyl on ethene backbone exhibited the best catalytic performance and good functional group tolerance in the two cross coupling reactions.

An amphiphilic, catalytically active, vitamin B12 derivative

We performed the reaction of vitamin B12 with N,N-dimethylformamide dimethyl acetal for primary amide activation, and added MeOH as a nucleophile, to afford cobalester, the first amphiphilic cobalamin derivative. The unique combination of redox properties and solubility represents an asset for its use as a catalyst in C-C bond forming reactions. This journal is the Partner Organisations 2014.

Copper-catalysed direct radical alkenylation of alkyl bromides

A copper-catalysed direct radical alkenylation of various benzyl bromides and α-carbonyl alkyl bromides has been developed. Compared with the recent radical alkenylations which mostly focused on secondary or tertiary alkyl halides, this transformation shows good reactivity to primary alkyl halides and tertiary, secondary alkyl halides were also tolerated. The key initiation step of this transformation is a copper-induced single-electron reduction of C-Br bonds to generate alkyl radical species. This journal is the Partner Organisations 2014.

Copper catalyzed oxidation of organozinc halides

A wide range of organozinc substrates may be oxidized in the presence of catalytic copper to give carbon-carbon bonds in high yield. The Royal Society of Chemistry 2006.

Direct preparation of benzylic manganese reagents from benzyl halides, sulfonates, and phosphates and their reactions: Applications in organic synthesis

The use of highly active manganese (Mn)*, prepared by the Rieke method, was investigated for the direct preparation of benzylic manganese reagents. The oxidative addition of the highly active manganese to benzylic halides was easily completed under mild conditions. Moreover, benzylic manganese sulfonates and phosphates were prepared by direct oxidative addition of Mn* to the carbon-oxygen bonds of benzylic sulfonates and phosphates. The resulting benzylic manganese reagents were found to undergo cross-coupling reactions with a variety of electrophiles. Most of these reactions were carried out in the absence of any transition metal catalyst under mild conditions. In addition, the use of highly active manganese was also studied for preparation of homo-coupled products of functionalized benzyl halides without transition metal catalysts. These useful approaches provided not only a facile synthetic route to the preparation of resoricinolic lipids but a facile synthesis of functionalized 4-benzylpyridines by regioselective and chemo selective γ-addition of benzylic group to N-alkoxycarbonylpyridinum salts.

Flash vacuum pyrolysis of some N-benzylbenzotriazoles and N-benzylbenzisoxazolones

The flash vacuum pyrolysis products of 2-(benzotriazol-l-ylmethyl) benzonitrile, methyl 2-(benzotriazol-lylmethyl)benzoate and the corresponding benzisoxazolones have been characterized. The benzotriazoles lose nitrogen to give diradicals which undergo intramolecular hydrogen-atom transfer or cyclization, while the benzisoxazolones rearrange initially to the corresponding benzaldehyde N-(2-carboxyphenyl)imines which undergo subsequent intramolecular addition reactions.

FLASH PYROLYSIS OF 4-METHYLENE-1,2,3,-BENZOTRIAZINES

Flash vacuum pyrolysis of 3-alkyl-4-methylene-1,2,3-bentzotriazines gives products derived from benzocyclobutane N-alkylimines and to a lesser extent from 2-methylene-benzazetidines.Benzocyclobutane N-phenylimine is formed in high yield by flash pyrolytic elimination of HCl from N-phenyl-2-methyl benzimidoyl chloride.