1148-92-1

Upstream product

• 35060-38-9 (2-naphthyl)phenylmethanol 
• 644-13-3 C₆H₅COC₁₀H₇ 
• 100-59-4 phenylmagnesium chloride 
• 66-99-9 β-naphthaldehyde 

Relevant academic research and scientific papers

Palladium-catalyzed silylation reaction between benzylic halides and silylboronate

An efficient Pd-catalyzed silylation reaction of benzylic halides with silylboronate is reported. In this reaction, primary and secondary benzylic halides could react well with silylboronates to afford benzylic silanes. This reaction accommodates a broad substrate scope and proceeds smoothly under very mild reaction conditions. The corresponding products could be obtained in moderate to high yields and with stereospecificity.

Synthesis and evaluation of a 2-benzothiazolylphenylmethyl ether class of histamine H4 receptor antagonists

Synthesis and biological evaluation of a new class of histamine H4receptor ligands, distinct from the previously reported chemotypes, are described. A virtual screening of our corporate compound collection identified a hit with an undesired dual H3R/H4R activity. Chemical exploration led to the discovery of a more potent and selective 2-benzothiazolylphenylmethyl ether lead compound.

Laser flash photolysis studies of the formation and reactivities of phenyl(naphthyl)methyl carbocations generated from phosphonium salt precursors

The photolysis of several substituted phenyl(naphthyl)methyl triphenylphosphonium chlorides has been examined using a combination of laser flash photolysis experiments and product studies.Both carbocation and radical intermediates have been characterized in the transient experiments, with the relative yields depending strongly on the solvent.For example, in alcohols, acetonitrile, or aqueous solvents cation formation predominates while acetonitrile/dioxane mixtures (5-10percent) are required for the observation of radicals.Quantum yields for cation formation vary from 0.79 in methanol to 0.093 in 1:4 acetonitrile/dioxane, as measured by product studies and transient experiments, respectively.The addition of perchlorate salts leads to dramatic enhancements in the cation lifetimes; the effects are particularly pronounced for acetonitrile/dioxane mixtures where the cation yields also increase by factors of 3-4.In this case the effects are attributed primarily to replacement of chloride by perchlorate in the initial ion pairs.The combined data from both solvent and perchlorate salt effects on the cation lifetimes and yields suggest that the excited state of the phosphonium salt cleaves homolytically, followed by electron transfer within the initial radical/triphenylphosphine radical cation pair to generate carbocation, as opposed to direct heterolytic cleavage.The cation yields also indicate the back reaction to regenerate starting material, as well as product formation within the initial geminate cage, occur in some solvents.The effects of solvent and added perchlorate salts on the rate constants for reaction with nucleophiles have been examined.For example, rate constants that vary by an order of magnetitude have been measured for quenching by azide ion in various aqueous acetonitrile and trifluoroethanol mixtures.