54775-13-2

Upstream product

• 100-42-5 styrene 
• 22979-35-7 Methyl phenyldiazoacetate 
• 108-95-2 phenol 
• 7078-98-0 2,6-di-tert-butyl-4-benzylidene-cyclohexa-2,5-dienone 
• 1414850-51-3 N-(4-methoxybenzyl)-4-methyl-N-(phenylethynyl)benzenesulfonamide 
• 67-56-1 methanol 
• 54879-64-0 N-[(4-methoxyphenyl)methyl]-4-methylbenzenesulfonamide 
• 4578-79-4 2-(4-methoxyphenyl)-2-phenylacetonitrile 
• 100-09-4 4-methoxybenzoic acid 
• 720-44-5 1-(4-methoxyphenyl)-1-phenylmethanol 
• 611-94-9 4-Methoxybenzophenone 
• 100-07-2 4-methoxy-benzoyl chloride 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 57699-45-3 p-tert-butoxybenzaldehyde 

Downstream Products

• 1070672-05-7 methyl 2-(4-(2-morpholinoethoxy)phenyl)-2-phenylacetate 
• 1609003-96-4 methyl 2-phenyl-2-(4-(((trifluoromethyl)sulfonyl)oxy)phenyl)acetate 
• 1609003-95-3 methyl 2-(3,5-dibromo-4-hydroxyphenyl)-2-phenylacetate 
• 7699-03-8 2-(4-hydroxyphenyl)-2-phenylacetic acid 
• 1220911-33-0 2-(4-hydroxyphenyl)-2-phenyl-N-(3-phenylpropyl)acetamide 
• 1061757-69-4 N-(3,3-diphenylpropyl)-2-(4-hydroxyphenyl)-2-phenylacetamide 
• 94866-57-6 methyl 2-([1,1'-biphenyl]-4-yl)-2-phenylacetate 
• 1423700-11-1 methyl 2-phenyl-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate 
• 1609003-71-5 methyl 2-(3-bromo-4-hydroxyphenyl)-2-phenylacetate 
• 1070674-53-1 N-hydroxy-2-(4-hydroxyphenyl)-2-phenylacetamide 

Relevant academic research and scientific papers

Origins of unique gold-catalysed chemo- and site-selective C-H functionalization of phenols with diazo compounds

In past decade, gold revealed more and more unique properties in carbene chemistry. It was disclosed in our recent communication (J. Am. Chem. Soc. 2014, 136, 6904) that gold carbenes have unprecedented chemo- and site-selectivity and ligand effect toward

Structure-Based Design of High-Affinity Fluorescent Probes for the Neuropeptide Y Y1Receptor

The recent crystallization of the neuropeptide Y Y1 receptor (Y1R) in complex with the argininamide-type Y1R selective antagonist UR-MK299 (2) opened up a new approach toward structure-based design of nonpeptidic Y1R ligands. We designed novel fluorescent probes showing excellent Y1R selectivity and, in contrast to previously described fluorescent Y1R ligands, considerably higher (～100-fold) binding affinity. This was achieved through the attachment of different fluorescent dyes to the diphenylacetyl moiety in 2 via an amine-functionalized linker. The fluorescent ligands exhibited picomolar Y1R binding affinities (pKi values of 9.36-9.95) and proved to be Y1R antagonists, as validated in a Fura-2 calcium assay. The versatile applicability of the probes as tool compounds was demonstrated by flow cytometry- and fluorescence anisotropy-based Y1R binding studies (saturation and competition binding and association and dissociation kinetics) as well as by widefield and total internal reflection fluorescence (TIRF) microscopy of live tumor cells, revealing that fluorescence was mainly localized at the plasma membrane.

Synthesis of Chiral Triarylmethanes Bearing All-Carbon Quaternary Stereocenters: Catalytic Asymmetric Oxidative Cross-Coupling of 2,2-Diarylacetonitriles and (Hetero)arenes

A direct and enantioselective oxidative cross-coupling of racemic 2,2-diarylacetonitriles with electron-rich (hetero)arenes has been described, which allows for efficient construction of triarylmethanes bearing all-carbon quaternary stereocenters with excellent chemo- and enantioselectivity. The reaction has an excellent functional group tolerance, and exhibits a broad scope with respect to both 2,2-diarylacetonitrile and (hetero)arene components. The rich chemistry of the cyano group allows for facile synthesis of other valuable chiral triarylmethanes bearing all-carbon quaternary centers that are otherwise difficult to access.

Catalytic Dearomative Spirocyclization via Gold Carbene Species Derived from Ynamides: Efficient Synthesis of 2-Azaspiro[4.5]decan-3-ones

An intramolecular catalytic dearomatization of phenols via gold carbene species proceeded to provide 2-azaspiro[4.5]decan-3-ones. The use of NHC ligand and water as a co-solvent was critical for achieving high reactivity. This reaction did not require hazardous diazo compounds as carbene sources and proceeded even under air. The obtained spirocyclic product could be readily transformed into a gabapentin derivative by hydrogenation and deprotection.

Synthesis of Malononitrile-Substituted Diarylmethines via 1,6-Addition of Masked Acyl Cyanides to para -Quinone Methides

An efficient method for the synthesis of malononitrile-substituted diarylmethines through 1,6-conjugate addition of para -quinone methides with masked acyl cyanide (MAC) reagents has been developed. Under mild conditions, the scalable reaction occurs in good to excellent yields providing a straightforward access to a series of malononitrile-substituted diarylmethines. The synthetic utility of this protocol has been demonstrated in the synthesis of bioactive compounds.

Palladium-Catalyzed Addition of Arylboronic Acids to para- Quinone Methides for Preparation of Diarylacetates

A palladium-catalyzed addition of arylboronic acids to para-quinone methides has been developed. The catalytic system employing 4,4′-dimethoxy-2,2′-bipyridine (DMeO-BPy) as ligand and trifluoroethanol (TFE) as solvent provides diarylacetate products in high yields. A wide range of functionalized arylboronic acids can be used and the method tolerates some variation in the scope of the para-quinone methides. (Figure presented.).

(C6F5)3B Catalyzed Chemoselective and ortho-Selective Substitution of Phenols with α-Aryl α-Diazoesters

The development of an efficient method for the site-selective substitution of unprotected phenols has long been considered as an attractive but challenging task. Herein, we describe a highly chemo- and ortho-selective substitution reaction of phenols with α-aryl α-diazoacetates with commercially available (C6F5)3B as the catalyst. This reaction proceeds under simple and mild conditions with high efficiency, it features a wide substrate scope and can be easily scaled up.

Highly site-selective direct C-H bond functionalization of phenols with α-aryl-α-diazoacetates and diazooxindoles via gold catalysis

An unprecedented direct C-H bond functionalization of unprotected phenols with α-aryl α-diazoacetates and diazooxindoles was developed. A tris(2,4-di-tert-butylphenyl) phosphite derived gold complex promoted the highly chemoselective and site-selective C-H bond functionalization of phenols and N-acylanilines with gold-carbene generated from the decomposition of diazo compounds, furnishing the corresponding products in moderate to excellent yields at rt. The salient features of this reaction include readily available starting materials, unprecedented C-H functionalization rather than X-H insertion, good substrate scope, mild conditions, high efficiency, and ease in further transformation. To the best of our knowledge, this is the first example of C-H functionalization of unprotected phenols with diazo compounds.

Chemoselective carbophilic addition of α-diazoesters through ligand-controlled gold catalysis

The chemoselective addition of arenes and 1,3-diketones to α-aryldiazoesters was achieved through ligand-controlled gold catalysis. Unlike a dirhodium catalyst (which promotes C sp 3-H insertion and cyclopropanation) and a copper catalyst (which catalyzes O-H and N-H insertions), the gold catalyst with an electron-deficient phosphite as the ancillary ligand exclusively gave the carbophilic addition product, thus representing a new and efficient approach to form carbophilic carbocations , which selectively react with carbon nucleophiles.

INHIBITORS OF HISTONE DEACETYLASE

This invention relates to compounds for the inhibition of histone deacetylase. More particularly, the invention provides for compounds of formula compounds of the Formula (I) and N-oxides, hydrates, solvates, pharmaceutically acceptable salts, prodrugs and complexes thereof, and racemic and scalemic mixtures, diastereomers and enantiomers thereof, wherein groups L, M, X and Y are as defined herein.