879-52-7

Upstream product

• 3034-53-5 2-bromo-1,3-thiazole 
• 100-52-7 benzaldehyde 
• 87636-27-9 2-(Phenyl-trimethylsilanyloxy-methyl)-thiazole 
• 79265-30-8 2-(trimethylsilyl)thiazole 
• 288-47-1 1,3-thiazole 
• 10200-59-6 Thiazole-2-carbaldehyde 
• 5334-48-5 4-chloro-1-(phenyl)-1H-pyrazolo[3,4-d]pyrimidine 
• 134271-25-3 [1-Phenyl-1-thiazol-2-yl-meth-(E)-ylidene]-hydrazine 
• 134271-25-3 [1-Phenyl-1-thiazol-2-yl-meth-(Z)-ylidene]-hydrazine 
• 7210-75-5 1,3-Thiazol-2-yl phenyl ketone 
• 21314-17-0 4-hydroxy-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine 
• 380303-38-8 diisopropyl-carbamic acid phenyl-thiazol-2-yl-methyl ester 
• 134271-27-5 3-Phenyl-1,2,3-triazolo<5,1-b>thiazole 
• 40610-14-8 2-lithiothiazole 

Downstream Products

• 7210-75-5 1,3-Thiazol-2-yl phenyl ketone 
• 93001-83-3 2-(α-Phenylacetoxymethyl)thiazole 
• 433924-26-6 2-[allyloxy(phenyl)methyl]thiazole 
• 717121-63-6 1-phenyl-1-(thiazol-2-yl)but-3-en-1-ol 
• 134271-31-1 2-(Dibromo-phenyl-methyl)-thiazole 
• 134271-27-5 3-Phenyl-1,2,3-triazolo<5,1-b>thiazole 
• 134271-25-3 [1-Phenyl-1-thiazol-2-yl-meth-(Z)-ylidene]-hydrazine 
• 134271-25-3 [1-Phenyl-1-thiazol-2-yl-meth-(E)-ylidene]-hydrazine 
• 133543-90-5 3-(2-thiazolylcarbonyl)benzenesulfonic acid 
• 132499-96-8 BTNPHTS 

Relevant academic research and scientific papers

Asymmetric Hydroboration of Heteroaryl Ketones by Aluminum Catalysis

A series of methyl aluminum complexes bearing chiral biphenol-type ligands were found to be highly active catalysts in the asymmetric reduction of heterocyclic ketones (S/C = 100-500, ee up to 99%). The protocol is suitable for a wide range of substrates and has a high tolerance to functional groups. The formed 2-heterocyclic-alcohols are valuable building blocks in drug discovery or can be used as ligands in asymmetric catalysis. Isolation and comprehensive characterization of the reaction intermediates support a catalysis cycle proposed by DFT calculations.

Synthesis of 2,5-di(hydroxyalkyl)-1,3-thiazoles

A general approach towards synthesis of 2(5)-hydroxyalkyl-substituted 1,3-thiazole derivatives has been proposed. The method includes lithiation of 1,3-thiazole ring followed by reacting the formed thiazole lithium derivatives with electrophiles.

Ruthenium catalyzed hydrohydroxyalkylation of isoprene with heteroaromatic secondary alcohols: Isolation and reversible formation of the putative metallacycle intermediate

Heteroaromatic secondary alcohols react with isoprene to form products of hydrohydroxyalkylation in the presence of ruthenium(0) catalysts generated from Ru3(CO)12 and tricyclohexylphosphine, enabling direct conversion of secondary to tertiary alcohols in the absence of premetalated reagents or stoichiometric byproducts. The putative oxaruthenacycle intermediate has been isolated and characterized, and reversible metallacycle formation has been demonstrated.

PREPARATION AND USE OF MAGNESIUM AMIDES

The present application relates to mixed Mg/Li amides of the general formula R1R2N-Mg-NR3R4.zLiY (II) wherein R1, R2, R3, and R4 are, independently, selected from H, substituted or unsubstituted aryl or heteroaryl containing one or more heteroatoms, linear, branched or cyclic, substituted or unsubstituted alkyl, alkenyl, alkynyl, or silyl derivatives thereof; and R1 and R2 together, or R3 and R4 together can be part of a cyclic or polymeric structure; and wherein at least one of R1 and R2 and at least one of R3 and R4 is other than H; Y is selected from the group consisting of F; Cl; Br; I; CN; SCN; NCO; HaIOn, wherein n = 3 or 4 and Hal is selected from Ci, Br and I; NO3; BF4; PF6; H; a carboxylate of the general formula RxCO2; an alcoholate of the general formula ORx; a thiolate of the general formula SRx; RxP(O)O2; or SCORx; or SCSRx; OnSRx, wherein n = 2 or 3; or NOn, wherein n = 2 or 3; and a derivative thereof; wherein Rx is a substituted or unsubstituted aryl or heteroaryl containing one or more heteroatoms, linear, branched or cyclic, substituted or unsubstituted alkyl, alkenyl, alkynyl, or derivatives thereof, or H; m is O or 1; and z > 1; as well as a process for the preparation of the mixed Mg/Li amides and the use of these amides, e.g. as bases.

Preparation and use of magnesium amides

The present application relates to mixed Mg/Li amides of the general formula ???????? R1R2N-MgX·zLiY?????(I), wherein R1, R2 and R3 independently are selected from substituted or unsubstituted aryl or heteroaryl containing one or more heteroatoms, linear, branched or cyclic, substituted or unsubstituted alkyl, alkenyl, alkynyl, or derivatives thereof, and, for R1 and R2 only, the silyl derivatives thereof; one of R1 and R2 may be H; or R1 and R2 together can be part of a cyclic or polymeric structure; X and Y independently are selected amongst others from the group consisting of F; Cl; Br; I; CN; SCN; NCO; and z > 0, as well as a process for the preparation of the mixed Mg/Li amides and the use of these amides, e.g. as bases.

Mixed Mg/Li amides of the type R2NMgCl·LiCl as highly efficient bases for the regioselective generation of functionalized aryl and heteroaryl magnesium compounds

(Chemical Equation Presented) Two are better than one: Mixed lithium-magnesium complexes of the type R2NMgCl·LiCl are kinetically highly active bases that convert a range of polyfunctional aromatic and heteroaromatic substrates into the corresponding magnesiated derivatives with high regioselectivity.

Method of preparing organomagnesium compounds

The present invention is directed to a reagent for use in the preparation of organomagnesium compounds as well as to a method of preparing such organomagnesium compounds. The present invention furthermore provides a method of preparing functionalized or unfunctionalized organic compounds as well as the use of the reagents of the present invention in the preparation of organometallic compounds and their reaction with electrophiles. Finally, the present invention is directed to the use of lithium salts - LiY in the preparation of organometallic compounds and their reactions with electrophiles and to an organometallic compound which is obtainable by the disclosed method.

Design, synthesis, and structure-activity relationships of pyrazolo[3,4-d]pyrimidines: A novel class of potent enterovirus inhibitors

A series of pyrazolo[3,4-d]pyrimidines were synthesized and their antiviral activity was evaluated in a plaque reduction assay. It is very interesting that this class of compounds provide remarkable evidence that they are very specific for human enteroviruses, in particular, coxsackieviruses. Some derivatives proved to be highly effective in inhibiting enterovirus replication at nanomolar concentrations. SAR studies revealed that the phenyl group at the N-1 position and the hydrophobic diarylmethyl group at the piperazine largely influenced the in vitro antienteroviral activity of this new class of potent antiviral agents. It was found that the pyrazolo[3,4-d]pyrimidines with a thiophene substituent, such as compounds 20-24, in general exhibited high activity against coxsackievirus B3 (IC50=0.063-0.089μM) and moderate activity against enterovirus 71 (IC50=0.32-0.65μM) with no apparent cytotoxic effect toward RD (rhabdomyosarcoma) cell lines (CC5025μ M).

A LiCl-mediated Br/Mg exchange reaction for the preparation of functionalized aryl- and heteroarylmagnesium compounds from organic bromides

A wide range of aryl and heteroaryl bromides, which are usually sluggish in exchange reactions, are readily converted into the corresponding Grignard reagents by means of a Br/Mg exchange reaction triggered by iPrMgCl·LiCl (see scheme). These Grignard intermediates react with electrophiles in good yields.

The synthesis of 2-substituted azoles through a one-pot three-component reaction

We have discovered a new reaction whereby 2-substituted azoles are formed in the reaction of an azolium ylide with reactive carbonyl compounds. These products contain a leaving group in the α-position, which on solvolysis in the presence of nucleophiles yield azoles with a variety of α-substituents. We have developed new aspects of this chemistry and expanded the scope to include imidazoles, thiazoles, benzimidazoles and triazoles, such that in two reaction steps a wide diversity of substitution patterns are obtained.