69163-85-5

Upstream product

• 4203-30-9 1-(4-bromo-phenyl)-2-diazo-ethanone 
• 75-05-8 acetonitrile 
• 99-90-1 para-bromoacetophenone 
• 98475-05-9 α-tosyloxy-4-bromoacetophenone 
• 302-72-7 rac-Ala-OH 
• 766-96-1 4-bromo-1-ethynylbenzene 
• 118299-67-5 Acetic acid (Z)-2-azido-1-(4-bromo-phenyl)-vinyl ester 

Downstream Products

• 1392148-36-5 (1R,2R,3R)-N-hydroxy-2-(4-(2-methyloxazol-5-yl)phenyl)-3-phenylcyclopropanecarboxamide 

Relevant academic research and scientific papers

A Heterogeneous Gold(I)-Catalyzed [2 + 2 + 1] Annulation of Terminal Alkynes, Nitriles, and Oxygen Atoms Leading to 2,5-Disubstituted Oxazoles

The first heterogeneous gold(I)-catalyzed [2 + 2 + 1] annulation of terminal alkynes, nitriles, and oxygen atoms has been achieved by using an MCM-41-immobilized phosphine-gold(I) complex as catalyst and 8-methylquinoline N-oxide as oxidant under mild conditions, yielding a variety of 2,5-disubstituted oxazoles in good to excellent yields with broad substrate scope. The new heterogeneous gold(I) catalyst can easily be recovered by simple filtration of the reaction solution and recycled for at least eight times without significant loss of activity.

α-tosyloxyketones as versatile synthetic equivalents to α-Haloketones: Facile synthesis of disubstituted oxazoles

A facile synthesis of disubstituted oxazoles (3) in good yields via decarboxylative oxidative cyclization of primary amino acids (1) and α-tosyloxyketones (2) is described.

METHOD FOR PRODUCING OXAZOLE COMPOUND

PROBLEM TO BE SOLVED: To provide a method for producing an oxazole compound which makes it possible to obtain an oxazole compound inexpensively and safely. SOLUTION: A ketone compound, a nitrile compound, an iodinating agent, an oxidizing agent and an acid catalyst are mixed for a reaction to obtain an oxazole compound. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2016,JPOandINPIT

One-pot preparation of 2,5-disubstituted and 2,4,5-trisubstituted oxazoles from aromatic ketones with molecular iodine, oxone, and trifluoromethanesulfonic acid in nitriles

Alkyl aryl ketones were successfully converted into the corresponding 2,5-disubstituted and 2,4,5-trisubstituted oxazoles in good to moderate yields in a one-pot manner, utilizing iodine, Oxone, and trifluoromethanesulfonic acid in nitriles under transition-metal-free conditions. The present method could be used for the preparation of Oxaprozin from benzyl phenyl ketone and succinonitrile. A possible reaction mechanism was proposed in which the key intermediates were α-iodoalkyl aryl ketones and α-iodosylalkyl aryl ketones.

Synthesis and Catalytic Use of Gold(I) Complexes Containing a Hemilabile Phosphanylferrocene Nitrile Donor

Removal of the chloride ligand from [AuCl(1-κP)] (2) containing a P-monodentate 1′-(diphenylphosphanyl)-1-cyanoferrocene ligand (1), by using silver(I) salts affords cationic complexes of the type [Au(1)]X, which exist either as cyclic dimers [Au(1)]2X2 (3a, X=SbF6; 3 c, X=NTf2) or linear coordination polymers [Au(1)]nXn (3 a′, X=SbF6; 3 b′, X=ClO4), depending on anion X and the isolation procedure. As demonstrated for 3 a′, the polymers can be readily cleaved by the addition of donors, such as Cl-, tetrahydrothiophene (tht) or 1, giving rise to the parent compound 2, [Au(tht)(1-κP)][SbF6] (5 a) or [Au(1-κP)2][SbF6] (4 a), respectively, of which the last two compounds can also be prepared by stepwise replacement of tht in [Au(1-κP)2][SbF6]. The particular combination of a firmly coordinated (phosphane) and a dissociable (nitrile) donor moieties renders complexes 3/3′ attractive for catalysis because they can serve as shelf-stable precursors of coordinatively unsaturated AuI fragments, analogous to those that result from the widely used [Au(PR3)(RCN)]X catalysts. The catalytic properties of the Au-1 complexes were evaluated in model annulation reactions, such as the synthesis of 2,3-dimethylfuran from (Z)-3-methylpent-2-en-4-yn-1-ol and oxidative cyclisation of alkynes with nitriles to produce 2,5-disubstituted 1,3-oxazoles. Of the compounds tested (2, 3 a′, 3 b′, 3 a, 4 a and 5 a), the best results were consistently achieved with dimer 3 c, which has good solubility in organic solvents and only one firmly bound donor at the gold atom. This compound was advantageously used in the key steps of annuloline and rosefuran syntheses.

Various oxidative reactions with novel ion-supported (diacetoxyiodo) benzenes

The oxidation of secondary alcohols and primary alcohols with two novel ion-supported (diacetoxyiodo)benzenes (IS-DIBs) A and B in the presence of a catalytic amount of 2,2,6,6-tetramethylpiperidine-1-oxyl radical (TEMPO) in dichloromethane at room temperature proceeded efficiently to provide the corresponding ketones and aldehydes, respectively, in good yields. The oxidative reaction of N,N-diisopropylbenzylamines with those IS-DIBs was also carried out to generate the corresponding aromatic aldehydes in good yields. In addition, the Hofmann rearrangement of primary amides in methanol under basic conditions and the oxidative 1,2-rearrangement of propiophenones in trimethyl orthoformate under acidic conditions with those IS-DIBs provided the corresponding methyl carbamates and methyl 2-arylpropanoates, respectively, in good yields. Moreover, treatment of acetophenones with those IS-DIBs in the presence of trifluoromethanesulfonic acid in acetonitrile generated the corresponding 5-aryl-2-methyloxazoles in good yields. In those five reactions, the desired products were obtained in good yields with high purity by simple extraction of the reaction mixture with diethyl ether and subsequent removal of the solvent from the extract. Moreover, ion-supported iodobenzenes, which were the co-products derived from IS-DIBs in the present oxidative reactions, were recovered in good yields and could be re-oxidized to IS-DIBs A and B for reuse in the same oxidative reactions.

HISTONE DEACETYLASE INHIBITORS AND COMPOSITIONS AND METHODS OF USE THEREOF

Provided are certain histone deacetylase (HDAC) inhibitors of Formula I, compositions thereof, and methods of their use.

ANTI VIRAL COMPOUNDS

There is provided small molecule anti-human immunodeficiency virus (anti-HIV) compounds as well as a phenotypic cell-based high throughput screening (HTS) assay for their identification.

PYRROLIDINE DERIVATIVES AS HISTAMINE RECEPTORS LIGANDS

The present invention relates to pyrrolidine derivatives of formula (I) having pharmacological activity, processes for their preparation, to compositions containing them and to their use in the treatment of neurological and psychiatric disorders.

SUBSTITUTED PIPERIDINES AS HISTAMINE H3 RECEPTOR LIGANDS

The present invention relates to novel piperidine ether derivatives having affinity for the histamine H3 receptor, processes for their preparation, to compositions containing them and to their use in the treatment of neurological and psychiatric disorders.