39477-86-6

Upstream product

• 58972-42-2 1-(2-hydroxyphenyl)-1-phenyl-ethanol 
• 117-99-7 2-Hydroxybenzophenone 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 108-86-1 bromobenzene 
• 100-42-5 styrene 
• 108-95-2 phenol 
• 95-56-7 2-hydroxybromobenzene 
• 14900-39-1 phenylvinylboronic acid 
• 118-93-4 o-hydroxyacetophenone 
• 32250-84-3 1-(2-methoxy-phenyl)-1-phenyl-ethanol 
• 57049-58-8 3-phenyl-2,3-dihydrobenzofuran 
• 536-74-3 phenylacetylene 
• 98-86-2 acetophenone 
• 4545-21-5 acetophenone p-toluenesulfonylhydrazone 

Downstream Products

• 24892-80-6 2-(1-phenylvinyl)anisole 
• 110582-08-6 4-methyl-2,4-diphenyl-4H-chromene 
• 110582-09-7 4-methyl-2,4-diphenyl-2-(2-hydroxyphenyl)chroman 
• 99477-30-2 2-propanoic acid 
• 1379805-14-7 C₁₄H₁₂O₂ 
• 1379805-13-6 3-(2-hydroxyphenyl)-3-phenylacrylic acid 
• 15185-05-4 4-phenylcoumarin 
• 117-99-7 2-Hydroxybenzophenone 
• 4355-42-4 3-methyl-3-phenylbenzofuran-2(3H)-one 
• 61198-52-5 3,4-dihydro-4-phenyl-2H-1-benzopyran-2-one 
• 1610359-50-6 1,2,4-triphenylspiro[4,5]deca-1,3,7,9-tetraen-6-one 
• 1610359-65-3 C₂₈H₁₉⁽²⁾HO 
• 1464815-91-5 C₁₇H₁₆O₃ 
• 1464816-05-4 C₁₇H₁₆O₃ 

Relevant academic research and scientific papers

Asymmetric Hydroesterification of Diarylmethyl Carbinols

An efficient asymmetric hydroesterfication of diarylmethyl carbinols is developed for the first time with a Pd-WingPhos catalyst, resulting in a series of chiral 4-aryl-3,4-dihydrocoumarins in excellent enantioselectivities and good yields. The method features mild reaction conditions, a broad substrate scope, use of easily accessible starting materials, and low palladium loadings. A plausible stereochemical model is also proposed with the Pd-WingPhos catalyst. This method has enabled a 4-step asymmetric synthesis of (R)-tolterodine from readily available starting materials.

Photocatalyzed Intramolecular [2+2] Cycloaddition of N-Alkyl-N-(2-(1-arylvinyl)aryl)cinnamamides

N-Alkyl-N-(2-(1-arylvinyl)aryl)cinnamamides are converted into natural product inspired scaffolds via iridium photocatalyzed intramolecular [2+2] photocycloaddition. The protocol has a broad substrate scope, whilst operating under mild reaction conditions. Tethering four components forming a trisubstituted cyclobutane core builds rapidly high molecular complexity. Our approach allows the design and synthesis of a variety of tetrahydrocyclobuta[c]quinolin-3(1H)-ones, in yields ranging between 20–99 %, and with excellent regio- and diastereoselectivity. Moreover, it was demonstrated that the intramolecular [2+2]-cycloaddition of 1,7-enynes—after fragmentation of the cyclobutane ring—leads to enyne-metathesis-like products.

B(C6F5)3-Catalyzed Hydroarylation of Terminal Alkynes with Phenols

We developed a B(C6F5)3 catalyzed hydroarylation of terminal alkynes with various phenols at room temperature without adding any additives, leading to the synthesis of 2-gem-vinylphenols with good regio-selectivity. Those transformations featured a broad substrate scope with moderate yields. Mechanism studies indicated that those transformations proceeded through the activation of phenol by B(C6F5)3 with subsequent protonation of alkyne/Friedel-Crafts-type reaction. (Figure presented.).

Sequential One-Pot Synthesis of 3-Arylbenzofurans from N-Tosylhydrazones and Bromophenol Derivatives

A divergent and efficient one-pot sequence allowing direct access to 3-arylbenzofuran derivatives has been developed. The process, involving N-tosylhydrazones and bromophenols, proceeds via a palladium-catalyzed Barluenga-Valdés cross-coupling, followed by an aerobic, copper-catalyzed, radical cyclization to form Csp2-Csp2 and O-Csp2 bonds. 3-Arylated benzofurans bearing various substituents were obtained with good to excellent yields (up to 90%). Mechanistic investigation strongly supports a radical process for the cyclization step.

Practical, Large-Scale Preparation of Benzoxepines and Coumarins through Rhodium(III)-Catalyzed C-H Activation/Annulation Reactions

Herein we disclose the assembly of benzoxepines and coumarins from 2-alkenylphenol precursors using [Cp*RhCl2]2 as the precatalyst and alkynes or carbon monoxide as reacting partners. The preparation of benzoxepines and coumarins can be scaled up to 33 mmol using low catalyst loadings.

Hydroarylation of alkynes and alkenes through alumina-sulfuric acid catalyzed regioselective C–C bond formation

A highly atom-efficient synthetic protocol for hydroarylation of terminal-aryl alkynes and styrene through the regioselective C–C bond formation via the electrophilic addition of naphthols and substituted phenols has been developed using alumina-sulfuric acid as a heterogeneous supported solid acid catalyst. This methodology shows excellent regioselectivity and affords the desired product in good to excellent yield. The heterogeneous catalyst can also be recycled efficiently without much loss of activity.

Spherical hollow mesoporous silica supported phosphotungstic acid as a promising catalyst for α-arylstyrenes synthesis via Friedel-Crafts alkenylation

In this work, a spherical hollow mesoporous silica (SHMS) with high surface area (902 m2/g) and large mesopore volume (1.31 cm3/g) was prepared via a facile and scalable two-step soft-hard dual template-assisted sol-gel approach (OSD

A chiral phosphorus alkene ligand, synthetic method and the application of the asymmetric reaction in (by machine translation)

The invention relates to a chiral phosphorus alkene ligand, a synthesis method and application thereof in asymmetric reaction. Specifically, the invention discloses a chiral phosphorus alkene compound, which has a structural formula shown as formula I or formula II in the specification, wherein R, R, R, R, R, R, R, R and R are defined in the specification. The chiral phosphorus alkene compound can be prepared from chiral 2, 2'-binaphthol or its derivative as the starting material through two to four steps of reaction by means of four methods. The chiral phosphorus alkene compound can be used as a chiral ligand in asymmetric addition reaction of rhodium catalyzed boric acid and prochiral C=X (X=C, O, N) double bond, and can achieve good yield and enantioselectivity.

One-Step Synthesis of Substituted Benzofurans from ortho- Alkenylphenols via Palladium-Catalyzed C=H Functionalization

A dehydrogenative oxygenation of C(sp2)=H bonds with intramolecular phenolic hydroxy groups has been developed, which provides a straightforward and concise access to structurally diversely benzofurans from ortho-alkenylphenols. The reaction is catalyzed by palladium on carbon (Pd/C) without any oxidants and sacrificing hydrogen acceptors.

The Barbier-Grignard-Type Arylation of Ketones and Unexpected Cross-Coupling of Phenolic Ketones using Unactivated Aryl Bromides

A novel, highly versatile and efficient method has been developed for the Barbier-Grignard-type arylation of ketones and an unexpected cross-coupling of phenolic ketones was observed using unactivated bromides and magnesium in tetrahydrofuran/toluene at 96°C promoted by multicatalysts of cupric bromide (15 mol%), bismuth chloride (5 mol%) and silver bromide (10 mol%). The substituent and electronic effects on the reaction have been discussed. High yields of arylation and cross-coupling have been attained under mild conditions. A novel reasonable mechanism involving a quinone intermediate is proposed. The high chemical selectivity in the cross-coupling to the hydroxy group of phenolic ketones should help ketones find new applications.