50715-82-7

Upstream product

• 41005-17-8 4-Phenyl-1,6-heptadiyn-4-ol 
• 33840-74-3 1-(phenylsulfinyl)propan-2-one 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 504-15-4 orcinol 
• 71-43-2 benzene 
• 35660-91-4 (E)-1-phenyl-2-buten-1-one 
• 598-31-2 1-bromoacetone 
• 1896-62-4 (E)-benzalacetone 
• 1611-92-3 3,5-dibromotoluene 
• 100-52-7 benzaldehyde 
• 67-64-1 acetone 
• 5337-88-2 3-methyl-5-phenyl-2-cyclohexen-1-one 
• 77548-28-8 3-acetyl-4-phenylheptane-2,6-dione 
• 7305-07-9 m-tolyl dimethylcarbamate 

Relevant academic research and scientific papers

Polymer-supported preparation of substituted phenols: A new example of simultaneous cyclization-cleavage reaction on solid phase

A series of variously substituted phenols was synthesized in high yields using the 'cyclization-cleavage' approach. Base-catalyzed reactions between α,β-unsaturated ketones and polymer-bound acetonyl groups result in a tandem Michael addition/annulation reaction followed by elimination and rearrangement into phenols. Since all intermediates are on the resin until the last stage, the final reaction products contain only the desired phenols with the starting ketones as minor impurities. This efficient one-pot aromatic ring formation represents a new variant of solid phase synthesis.

Simple and convenient synthesis method of meta-substituted phenol ether and phenol

The invention relates to the technical field of biological medicines, and provides a preparation method of meta-substituted phenol ether. The method comprises the following steps: taking a derivativeof meta-substituted cyclohexenone as a reaction raw material, reacting under the conditions of an alcohol solvent and an oxidant to obtain corresponding meta-substituted phenol ether; the reaction process is easy to control, the substrate range is wide, and a foundation is laid for providing a simpler and more convenient synthesis method for subsequent preparation of meta-substituted phenol; the invention also provides a simple synthesis method of meta-substituted phenol, and the meta-substituted phenol ether prepared by the method is used as a reaction raw material to solve the problems of need of a noble metal catalyst, high reaction control difficulty and narrow substrate range in the meta-substituted phenol preparation process in the prior art.

Copper-catalyzed meta-selective arylation of phenol derivatives: An easy access to m-aryl phenols

Achieving selective meta-functionalization of phenols is a significant challenge. Accessing such compounds generally needs elevated temperature or incorporation of complex templates. Here, we report a general approach to achieve meta-arylated phenols with a simple and common directing group. This coppercatalyzed protocol proceeds with complete meta-selectivity and tolerates a variety of functional groups in both coupling partners. Computational studies have revealed that the reaction proceeded via a Heck-like pathway.

DBU-Catalyzed Michael Reaction of Enones with 1,3-Diketones and the Subsequent Iodine-Mediated Transformation of the Adducts to Polysubstituted Phenols

An efficient DBU-catalyzed Michael reaction of enones with 1,3-diketones has been developed for the gram-scale preparation of the Michael adducts. It is attractive that most of the adducts can be obtained with high purity through simple filtration. A conv

Formation of meta-Substituted Phenols by Transition Metal-Free Aromatization: Use of 2-Bromocyclohex-2-en-1-ones

Addition of Grignard or other organometallic reagents to 2-halocyclohex-2-en-1-ones bearing an alkyl or aryl group at C-5, followed by mild acid treatment and exposure to 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) at room temperature, generates meta-substituted phenols in which the newly introduced meta substituent originates from the Grignard reagent. The range of effective organometallic reagents includes alkyl, allyl, alkynyl, aryl, and heteroaryl compounds including those with fluorine substituents. The initial halocyclohexenone can be deprotonated at C-6 and reacted with carbon, fluorine, or sulfur electrophiles before the Grignard addition so as to generate highly substituted phenols.

One-pot synthesis of 3,5-disubstituted and polysubstituted phenols from acyclic precursors

A new strategy for the synthesis of 3,5-disubstituted phenols is established through one-pot Robinson annulation of α,β-unsaturated ketones with α-fluoro-β-ketoesters followed by in situ dehydrofluorination and tautomerization. This method has been extended to the synthesis of polysubstituted phenols and applied in the preparation of biologically active compounds.

Rhodium-catalyzed tandem aldol condensation-Robinson annulation between aldehydes and acetone: Synthesis of 3-methylcyclohexenones

A simple catalytic, redox-neutral access to 3-methylcyclohexenones has been developed via rhodium catalysis in the presence of an amine additive and Ag2CO3. This process utilized simple aldehydes and acetone as substrates and tolerates a variety of functional groups. Disubstituted phenols were isolated in moderate yields when Cu(OAc)2 was employed as an oxidant.

Palladium-catalyzed aerobic dehydrogenation of substituted cyclohexanones to phenols

Aromatic molecules are key constituents of many pharmaceuticals, electronic materials, and commodity plastics. The utility of these molecules directly reflects the identity and pattern of substituents on the aromatic ring. Here, we report a palladium(II) catalyst system, incorporating an unconventional ortho-dimethylaminopyridine ligand, for the conversion of substituted cyclohexanones to the corresponding phenols. The reaction proceeds via successive dehydrogenation of two saturated carbon-carbon bonds of the six-membered ring and uses molecular oxygen as the hydrogen acceptor. This reactivity demonstrates a versatile and efficient strategy for the synthesis of substituted aromatic molecules with fundamentally different selectivity constraints from the numerous known synthetic methods that rely on substitution of a preexisting aromatic ring.

Synthesis of aromatic compounds using combinations of ring-closing olefin metathesis, dehydration, oxidation, and tautomerization

An approach to aromatic compounds using combinations of ring-closing olefin metathesis (RCM), dehydration, oxidation, and tautomerization is reported. The RCM reaction of l,7-diene-3,5-diols, which were readily prepared by the allylation of aldol products, gave corresponding cyclized products, 4-cyclohexene-l,3-diols, in high yields. The subsequent dehydration or oxidation of 4-cyclohexene-1,3-diols led to versatile substituted benzenes including phenol and resorcinol derivatives.

Efficient synthetic routes to aromatic compounds using ring-closing olefin metathesis followed by dehydration, oxidation, and tautomerization

A simple synthetic approach to aromatic compounds using combinations of RCM, dehydration, oxidation, and tautomerization is described. The Royal Society of Chemistry.