42860-77-5

Upstream product

• 150786-99-5 N-chloro-4-(acetylamino)biphenyl 
• 591-51-5 phenyllithium 
• 106-51-4 p-benzoquinone 
• 31656-91-4 4-azidobiphenyl 
• 36799-17-4 8-methylguanosine 
• 119273-48-2 N-(4-Biphenylyl)-O-pivaloylhydroxylamin 
• 92-69-3 4-Phenylphenol 
• 98355-34-1 4-acetoxy-4-phenyl-2,5-cyclohexanedienone 
• 20743-57-1 N-([1,1'-biphenyl]-4-yl)benzamide 
• 98-80-6 phenylboronic acid 
• 1023-13-8 4-phenylphenol trimethylsilyl ether 
• 2674-04-6 diphenyl cadmium 
• 156206-59-6 C₁₈H₃₁NO₂SSi 
• 146474-22-8 N-Benzoyl-4-hydroxy-4-phenyl-p-benzoquinol imine 

Downstream Products

• 1079-21-6 Phenylhydroquinone 
• 363-03-1 2-phenyl-1,4-benzoquinone 
• 92-69-3 4-Phenylphenol 
• 145661-48-9 (1R,3S,5R,6S,7S)-6-Hydroxy-6-phenyl-4,8-dioxa-tricyclo[5.1.0.0^3,5]octan-2-one 
• 138100-91-1 1,4-Diphenyl-cyclohexa-2,5-diene-1,4-diol 
• 1349842-08-5 tert-butyl (4-oxo-1,4-dihydro-[1,1'-biphenyl]-1-yl) malonate 
• 1391849-17-4 C₁₅H₁₂O₃ 
• 92-03-5 2-bromo-4-phenylphenol 

Relevant academic research and scientific papers

Redox-neutral functionalization of α-Csp3-H bonds of secondary cyclic amines: a highly atom-economical strategy forN-arylation/formal cross-dehydrogenative couplings

An efficient redox-neutral method has been developed for α-Csp3-H functionalization of secondary cyclic aminesviaconcurrentN-arylation/formal cross dehydrogenation coupling (CDC) with sp2-C-H and sp3-C-H bonds of arenes an

Reductive Aromatization of Quinols with B2pin2 as Deoxidizing Agent

We have demonstrated B2pin2 as superior deoxidizing agent for the reductive deoxygenation of quinol derivatives under basic conditions. A wide range of highly functionalized phenols were obtained in good yields including a complex drug molecule, which revealed the high functional group tolerance of this protocol.

Site-selective 1,3-double functionalization of arenes using: Para -quinol, C-N, and C-C/C-P three-component coupling

A catalytic and site-selective approach has been demonstrated for dual functionalization of arenes via cross-coupling reactions of p-quinols with amines and isocyanides/phosphites. The strategy enables the production of a series of 3-amino-benzamides and

Method for selectively preparing hydroquinone monoether compound or quinol compound (by machine translation)

The method comprises the following steps: taking an organic boric acid compound and a p-benzoquinone compound as a reaction raw material, under the action of a copper catalyst, selectively reacting to obtain a hydroquinone monoether compound or a quinol compound. Compared with the prior art, the method disclosed by the invention adopts a one-pot reaction, can selectively obtain two products through solvent control, is suitable for preparing various types of hydroquinone monoether compounds and quinol compounds, and has wide applicability. The substrate functional group is high in tolerance and wide in substrate range. The raw material and the catalyst are cheap and easily available, the reaction conditions are mild, the reaction solvent is green and environment-friendly, the post-treatment is simple, and the yield and purity of the product are high. The preparation method is convenient. The method is rapid and efficient, and has a good application prospect in drug molecule synthesis. (by machine translation)

Bio-inspired Domino oxa-Michael/Diels–Alder/oxa-Michael Dimerization of para-Quinols

A bio-inspired, pyrrolidine-mediated, dimerization of para-quinols has been developed. It represents one of the most complex, yet general, dimerization reactions ever disclosed, selectively forming four new bonds, four new rings, and eight new contiguous stereogenic centres. The para-quinol starting materials are easily handled, bench-stable compounds, accessed in just one step from aromatic feedstocks. The reaction can be scaled up to give grams of polycyclic material, primed for further elaboration.

Phosphazene-catalyzed desymmetrization of cyclohexadienones by dithiane addition

We report a desymmetrization of cyclohexadienones by intramolecular conjugate addition of a tethered dithiane nucleophile. Mild reaction conditions allow the formation of diversely functionalized fused bicyclic lactones. The products participate in facially selective additions from the convex surface, leading to allylic alcohol derivatives.

Site-Selective Iron(III) Chloride-Catalyzed Arylation of 4-Aryl-4-methoxy-2,5-cyclohexadienones for the Synthesis of Polyarylated Phenols

The iron(III) chloride-catalyzed Friedel–Crafts arylation of 4-aryl-4-methoxy-2,5-cyclohexadienones, which were easily prepared by the phenyliodine(III) diacetate (PIDA)-mediated oxidation of 4-arylphenols in methanol, proceeded site-selectively to form meta-terphenyl (2,4-diarylphenol) derivatives in good yields. The subsequent PIDA-mediated oxidation and iron(III) chloride-catalyzed Friedel–Crafts arylation of the resulting products gave the corresponding 2,4,6-triarylphenol derivatives. The present method provides useful highly substituted polyarylated compounds. (Figure presented.).

Direct spectroscopic observation of closed-shell singlet, open-shell singlet, and triplet p -biphenylyloxenium ion

The photophysics and photochemistry of p-biphenylyl hydroxylamine hydrochloride was studied using laser flash photolysis ranging from the femtosecond to the microsecond time scale. The singlet excited state of this photoprecursor is formed within 350 fs and partitions into three different transients that are assigned to the p-biphenyloxy radical, the open-shell singlet p-biphenylyloxenium ion, and the triplet p-biphenylyloxenium ion, having lifetimes of 40 μs, 45 ps, and 1.6 ns, respectively, in CH3CN. The open-shell singlet p-biphenylyloxenium ion predominantly undergoes internal conversion to produce the closed-shell singlet p-biphenylyloxenium ion, which has a lifetime of 5-20 ns. The longer-lived radical is unambiguously assigned by nanosecond time-resolved resonance Raman (ns-TR3) spectroscopy, and the assignment of the short-lived singlet and triplet oxenium ion transient absorptions are supported by matching time-dependent density functional theory (TD-DFT) predictions of the absorptions of these species, as well as by product studies that implicate the intermediacy of charged electrophilic intermediates. Product studies from photolysis give p-biphenylol as the major product and a chloride adduct as the major product when NaCl is added as a trap. Thermolysis studies give p-biphenylol as a major product, as well as water, ammonium, and chloro adducts. These studies provide a rare direct look at a discrete oxenium ion intermediate and the first detection of open-shell singlet and triplet configurations of an oxenium ion, as well as providing an intriguing example of the importance of excited state dynamics in governing the electronic state population of reactive intermediates.

Hypervalent iodine oxidation of phenol derivatives using a catalytic amount of 4-iodophenoxyacetic acid and Oxone as a co-oxidant

Reaction of p-substituted phenols 2 with a catalytic amount of 4-iodophenoxyacetic acid (1) and Oxone as a co-oxidant in tetrahydrofuran (THF) or 1,4-dioxane-water gave the corresponding p-quinols 3 in excellent yields. Reaction of p-dialkoxyarenes 4 in 2,2,2-trifluoroethanol- water gave the corresponding p-quinones 5 in excellent yield without purification. These reactions provide efficient and practical methods for the preparation of p-quinols and p-quinones from p-substituted phenols and p-dialkoxyarenes, respectively. This quinone synthesis was applied to synthesis of blattellaquinone (13), the sex pheromone of the German cockroach Blattella germanica.

Efficient synthesis of p-quinols using catalytic hypervalent iodine oxidation of 4-arylphenols with 4-iodophenoxyacetic acid and oxone

Efficient synthesis of p-quinols (2) using catalytic hypervalent iodine oxidation of 4-arylphenols (1) with 4-iodophenoxyacetic acid (3) and Oxone was developed. Reaction of 1 with a catalytic amount of 3 in the presence of Oxone as a co-oxidant in tetrahydrofuran or 1,4-dioxane-water gave the corresponding 2 in excellent yields.