61198-52-5

Upstream product

• 91-64-5 coumarin 
• 71-43-2 benzene 
• 103-26-4 Methyl cinnamate 
• 108-95-2 phenol 
• 124938-00-7 3-(2-methoxyphenyl)-3-phenylpropanoic acid 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 621-82-9 Cinnamic acid 
• 15463-91-9 3-bromo-3-phenylpropionic acid 
• 140-10-3 (E)-3-phenylacrylic acid 
• 140-10-3 cis-cinnamic acid 
• 16618-72-7 3-phenyl-1-indanone 
• 5962-06-1 N-formamido-3-phenyl-2-propenamide 
• 108-86-1 bromobenzene 

Downstream Products

• 15185-05-4 4-phenylcoumarin 
• 412343-81-8 2-(3-hydroxy-1-phenylpropyl)phenol 
• 854665-51-3 (+/-)-3-hydroxy-1,3,3-triphenyl-1-(2-hydroxy-phenyl)-propane 
• 3117-37-1 3-phenyl-3H-benzofuran-2-one 
• 21763-04-2 3,4-dihydro-4-phenyl-2H-chromene 
• 61986-73-0 2-(1-phenylpropyl)phenol 
• 25173-82-4 (2-hydroxy-phenyl)-phenyl-acetic acid 
• 938068-90-7 (±)-4-phenylchroman-2-ol 
• 55256-25-2 cis-2,4-diphenylchroman 
• 58530-41-9 2,4-Diphenyl-2H-benzopyran 
• 92496-19-0 4-Phenyl-4H-1-benzopyran 

Relevant academic research and scientific papers

Harnessing Thorpe–Ingold Dialkylation to Access High-Hill-Percentage pH Probes

Sensitivity is an important parameter for a molecular probe. Hill-type pH probes exhibit improved detection sensitivity compared to the traditional pH probes following the Henderson–Hasselbalch equation. Exploiting positive cooperativity, we recently devised a novel molecular scaffold (PHX) to offer such an unconventional Hill-type pH titration profile. We previously confirmed that PHX is not a pure Hill-type probe yet. Only 64% of its absorbance/fluorescence turn-on is the result of a Hill-type pathway. The remaining 36% is from an undesired Henderson–Hasselbalch-type pathway (HH pathway). In this work, the Thorpe–Ingold dialkylation was harnessed to further suppress the percent contribution of the HH pathway down to 16%. We also propose that PHX is a viable molecular model for assessing the efficacy of the steric compressing effect induced by different Thorpe–Ingold dialkylations.

Microwave accelerated the solvent-free synthesis of 4-aryl-3,4-dihydrocoumarin via the tandem reaction of cinnamic acids with phenols catalyzed by Amberlyst 15 resin

Amberlyst 15 resin supported the tandem reaction of cinnamic acids with phenols under solvent-free reaction condition has been introduced to afford 4-aryl-3,4-dihydrocoumarin (neoflavanone) derivatives. The efficiency of solid acidic sulfonic resin (A-15) has been illustrated in two reaction activation methods such as microwave irradiation and conventional heating. The important roles of Amberlyst 15 have been emphasized strongly through the high yields of 4-aryl-3,4-dihydrocoumarin in the shorter time under the assistance of microwave irradiation than of conventional heating, and its high recovery and reusability for six catalyst runs. The original catalyst as well as the recycled catalyst were characterized by XRD and FE-SEM to study the correlation of the surface of reused catalyst and its recyclability.

Ir-catalyzed asymmetric hydrogenation of 3-arylindenones for the synthesis of chiral 3-arylindanones

An efficient synthesis of chiral 3-arylindanones via iridium-catalyzed asymmetric hydrogenation of 3-arylindenones has been developed. The reaction showed good compatibility with various functional groups, delivering a variety of 3-arylindanones in excellent yields and with good enantioselectivities. The reaction was also carried out on a gram-scale, delivering the product in quantitative yield. In addition, the products can be easily derivatized and transformed into natural products and pharmaceutical agents.

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.

Organic Br?nsted acid-catalyzed cycloadditions of o-quinone methides with 1, 3-dicarbonlys: Facile access to xanthenones and chromanones

The in-situ generation of o-quinone methides and their inverse-electron-demand Diels–Alder reaction in the presence of pentacarboxycyclopentadiene—an organic Br?nsted acid—has been reported. The synthesis of xanthenones and chromanones in good to excellen

Palladium Nanoparticles-Catalyzed Synthesis of Indanone Derivatives via Intramolecular Reductive Heck Reaction

An efficient protocol for the straightforward, single-step synthesis of 3-aryl-1-indanones from 2′-iodochalcone via reductive Heck reaction using phosphine free, stable and reusable binaphthyl stabilized palladium nanoparticle (Pd-BNP) as a catalyst has been described. An immense array of substrate scope with electron-rich and deficient 2′-iodochalcones have been synthesized. Further derivatization of product indanones have been achieved successfully. The heterogeneous nature of the Pd-BNP has been validated by centrifugation test and mercury poisoning experiment. Pd-BNP has been successfully recycled up to 5 cycles without any significant loss in reaction yield and particle size of nanoparticles, confirmed by TEM analysis. (Figure presented.).

Organocatalyst-Mediated Dynamic Kinetic Enantioselective Acylation of 2-Chromanols

We recently developed a novel chiral catalyst-directed dynamic kinetic diastereoselective acylation of hemiacetals for the synthesis of carbohydrates. In this update, we describe a catalytic method for the dynamic kinetic enantioselective acylation of 2-c

The second-generation synthesis of BICMAP analogues

We previously reported the synthesis of BICMAP (1a) via 6-diphenylphosphino-2,3-dihydrobenzofuran as a key intermediate. However, we did not successfully synthesize BICMAP analogues via a similar synthetic route. Herein we report the second-generation syn

Hexafluoroisopropanol and Acetyl Chloride Promoted Catalytic Hydroarylation with Phenols

We report a catalytic hydroarylation method to convert phenols to dihydrocoumarins in hexafluoroisopropanol (HFIP) using acid generated from sub-stoichiometric amounts of acetyl chloride as catalyst. Attractive elements include easy set-up and isolation, and applicability to a range of phenols including natural product substrates.

Hydroarylation of cinnamic acid with phenols catalyzed by acidic ionic liquid [H-NMP]HSO4: computational assessment on substituent effect

Hydroarylation of cinnamic acid with different substituted phenols, in the presence of acidic ionic liquid, N-methyl-2-pyrrolidonum hydrosulfate ([H-NMP]HSO4) gave the corresponding dihydrocoumarins in high yields and excellent selectivity. Amo