10175-33-4

Upstream product

• 103-83-3 N,N'-dimethylbenzylamine 
• 59473-45-9 2-(chloromethyl)iodobenzene 
• 124-40-3 dimethyl amine 
• 1976-04-1 2-bromo-N,N-dimethylbenzylamine 
• 54616-46-5 2-Iodo-N,N-dimethylbenzamide 
• 615-37-2 ortho-methylphenyl iodide 

Downstream Products

• 59473-45-9 2-(chloromethyl)iodobenzene 
• 1374515-81-7 3-(4-((4'-methyl-[1,1'-biphenyl]-2-yl)methoxy)phenyl)propanoic acid 
• 1374516-13-8 methyl 3-(4-((4'-methyl-[1,1'-biphenyl]-2-yl)methoxy)phenyl)propanoate 
• 128638-83-5 (1R,2R,3aS,8aS)-5-(2-t-butyldimethylsilyloxyethyl)-2-t-butyldiphenylsilyloxy-1-methyl-8a-phenylsulfonyl-1,2,3,3a,8,8a-hexahydrocyclopentindene 
• 128666-75-1 (1S,4R)-4-(t-butyldiphenylsilyloxy)-1-(1-chloromethyl-2-phenyl)-2-phenylsulfonylcyclopent-2-ene 
• 128638-84-6 3-(2-chloromethylphenyl)-cyclohexanone 

Relevant academic research and scientific papers

Graphene-enhanced platinum-catalysed hydrosilylation of amides and chalcones: A sustainable strategy allocated with in situ heterogenization and multitask application of H2PtCl6

We describe a new sustainable strategy for the comprehensive utilization of a platinum catalyst in different organic transformations, in which an organosilicon/graphene-supported platinum catalyst prepared from a simple hydrosilylation-type reduction could be further used in the 1,4-hydrosilylation of chalcones. The rationally designed and in situ formed Pt@G@Si nanocatalyst is demonstrated to be highly effective in the 1,4-hydrosilylation of α,β-unsaturated enones, allowing for the facile synthesis of a variety of otherwise inaccessible substituted silyl enolates. In addition, with the aid of platinum catalyst residue and TBAF, the one-pot downstream Michael addition of substituted silyl enolates to alkyl acrylates is also reported in this work.

Making Dimethylamino a Transformable Directing Group by Nickel-Catalyzed C-N Borylation

The dimethylamino (Me2N) group is arguably the most versatile functional group capable of highly efficient and site-selective directed aromatic functionalizations at the ortho-, meta-, and para-positions depending on reaction conditions. While the repertoire of Me2N-directed reactions is growing at a rapid pace, the lack of a general method to transform this group to other functionalities hampers its wider application in organic synthesis. Here we report nickel-catalyzed C-N borylations of aryl- and benzyl-dimethylamines that permit the conversion of a huge library of largely underutilized Me2N-containing organic molecules into various functional molecules by taking advantage of the wealth of existing C-B functionalization methods.

Oxidant-Free Au(I)-Catalyzed Halide Exchange and Csp2-O Bond Forming Reactions

Au has been demonstrated to mediate a number of organic transformations through the utilization of its π Lewis acid character, Au(I)/Au(III) redox properties or a combination of both. As a result of the high oxidation potential of the Au(I)/Au(III) couple, redox catalysis involving Au typically requires the use of a strong external oxidant. This study demonstrates unusual external oxidant-free Au(I)-catalyzed halide exchange (including fluorination) and Csp2-O bond formation reactions utilizing a model aryl halide macrocyclic substrate. Additionally, the halide exchange and Csp2-O coupling reactivity could also be extrapolated to substrates bearing a single chelating group, providing further insight into the reaction mechanism. This work provides the first examples of external oxidant-free Au(I)-catalyzed carbon-heteroatom cross-coupling reactions.

Annulation Reactions of Ortho-Chloromethyl Aryl Cuprates

Formation of o-chloromethyl aryl cuprates via halogenmetal exchange of 2-iodobenzyl chlorides with n-butyllithium provides a cuprate that may be added to unhindered enones and ammonium salt 5 giving intermediates suitable for subsequent annulation reactions.

ISOTOPE EXCHANGE OF IODINE IN INACTIVATED IODINE DERIVATIVES OF BENZENE, CATALYZED BY COPPER SALT

The isotope exchange of iodine in some aromatic iodine compounds was investigated in the presence of copper salts in various solvents at 76.5 deg C.It was shown that monovalent copper is responsible for the catalysis during isotope exchange.The isotope exchange is due to intramolecular coordination of the Cu1+ ion with a molecule of the aromatic iodine compounds.A scheme for the isotope exchange of iodine in iodoarenes in the presence of copper salts, using the idea of a one-electron transfer and coordination action between the d10 metals and the ? systems, is proposed and discussed.