720-98-9

Upstream product

• 959-22-8 p-nitrophenylbenzoate 
• 80824-77-7 4'-(benzyloxy)benzanilide 
• 15457-50-8 p-benzoylaminophenol 
• 123-30-8 4-amino-phenol 
• 65-85-0 benzoic acid 
• 64-17-5 ethanol 
• 1145-76-2 benzyl 4-nitrophenyl ether 
• 7647-01-0 hydrogenchloride 
• 100-52-7 benzaldehyde 
• 98-88-4 benzoyl chloride 
• 1579-72-2 2,2,2-trifluoroethyl benzoate 
• 1222062-53-4 2-[(4-benzoyloxyphenylamino)methylene]malonic acid diethyl ester 
• 848417-68-5 3,6-dibenzoyloxy-1,2-pyridazine 

Downstream Products

• 33863-43-3 4-oxy-diazoaminobenzene 
• 69949-84-4 1-benzoyloxy-4-(6-methanesulfinyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]thiadiazol-3-ylideneamino)-benzene 
• 1435955-08-0 (S)-4-[4-(5-aminothiazolo[5,4-d]pyrimidin-7-yl)-3-methylpiperazine-1-carboxamido]-phenyl benzoate 
• 1589566-95-9 4,4′-(((4-hydroxyphenyl)imino)methylene)diphenol 
• 1589567-10-1 C₂₆H₁₉NO₄ 
• 1446527-35-0 benzaldehyde α-chloroformyl 4-benzoyloxyphenylhydrazone 
• 1446527-37-2 2,6-bis(4-benzoyloxyphenyl)-4-phenyltetrahydro-1,2,4,5-tetrazin-3(2H)-one 
• 1446527-33-8 benzaldehyde 4-benzoyloxyphenylhydrazone 
• 1446527-15-6 1-(4-benzoyloxyphenyl)-5-(4-benzyloxyphenyl)-3-phenyl-6-oxoverdazyl 
• 1446527-14-5 1,5-bis(4-benzoyloxyphenyl)-3-phenyl-6-oxoverdazyl 
• 1446527-23-6 1-(4-benzyloxyphenyl)-5-(4-hydroxyphenyl)-3-phenyl-6-oxoverdazyl 
• 1446527-24-7 1-(4-benzyloxyphenyl)-5-(4-(4-nitrobenzoyloxy)phenyl)-3-phenyl-6-oxoverdazyl 
• 1446527-26-9 1-(4-benzoyloxyphenyl)-5-(4-(cyclohexylcarbonyloxy)phenyl)-3-phenyl-6-oxoverdazyl 
• 1446527-25-8 1-(4-benzoyloxyphenyl)-5-(4-hydroxyphenyl)-3-phenyl-6-oxoverdazyl 

Relevant academic research and scientific papers

Visible-Light Photoredox-Catalyzed and Copper-Promoted Trifluoromethoxylation of Arenediazonium Tetrafluoroborates

We report the development of photoredox-catalyzed and copper-promoted trifluoromethoxylation of arenediazonium tetrafluoroborates, with trifluoromethyl arylsulfonate (TFMS) as the trifluoromethoxylation reagent. This new method takes advantage of visible-light photoredox catalysis to generate the aryl radical under mild conditions, combined with copper-promoted selective trifluoromethoxylation. The reaction is scalable, tolerates a wide range of functional groups, and proceeds regioselectively under mild reaction conditions. Furthermore, mechanistic studies suggested that a Cs[Cu(OCF3)2] intermediate might be generated during the reaction.

Transition-Metal-Free Poly(thiazolium) Iodide/1,8-Diazabicyclo[5.4.0]undec-7-ene/Phenazine-Catalyzed Esterification of Aldehydes with Alcohols

Poly(3,4-dimethyl-5-vinylthiazolium) iodide was used as a polymer precatalyst in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and phenazine for the oxidative esterification of aldehydes with alcohols. Selective functionalization of OH groups was achieved in the presence of NH2 groups. The poly(thiazolium) iodide/DBU/phenazine system exhibited excellent catalytic activity and could be reused five times without loss of activity.

HIGHLY CHEMOSELECTIVE REACTIONS IN PRESENCE OF AROMATIC AMINO GROUPS

: The invention discloses a novel process for highly chemoselective reactions of substituted anilines without any detectable reaction at aromatic amino group. The invention also relates to a novel process for preparation of neostigmine methylsulphate via chemoselective reaction of 3-amionphenol and aryl dimethylcarbamates.

TRANSESTERIFICATION REACTION BY MEANS OF IRON CATALYST

Provided is a catalyst for transesterification reactions, which contains an iron salen complex. Also provided is a method for producing an ester compound, which is characterized by carrying out a transesterification reaction between a starting material ester and a starting material alcohol with use of the catalyst.

Metal-Free Reduction of Aromatic Nitro Compounds to Aromatic Amines with B2pin2 in Isopropanol

A metal-free reduction of aromatic nitro compounds to the corresponding amines has been achieved by a combination of B2pin2 and KOtBu in isopropanol. A series of nitro compounds containing various reducible functional groups were chemoselectively reduced in good to excellent yields.

μ-Oxo-Dinuclear-Iron(III)-Catalyzed O-Selective Acylation of Aliphatic and Aromatic Amino Alcohols and Transesterification of Tertiary Alcohols

A highly chemoselective and reactive μ-oxo-dinuclear iron(III) salen catalyst for transesterification was developed. The developed iron complex catalyzed acylation of aliphatic amino alcohols with nearly perfect O-selectivity, even when using activated esters, for which chemoselectivity is more difficult to control. In addition, O-selective transesterification of aromatic amino alcohols was achieved for the first time. The high activity of the iron complex enabled the use of sterically congested tertiary alcohols, including unprecedented tert-butanol.

Functional group transformations in derivatives of 6-oxoverdazyl

Transformations of functional groups, such as OCH2Ph, OCOPh, NO2 and I, in 1,3,5-triphenyl-6-oxoverdazyls 1a-1e were investigated in order to expand the range of synthetic tools for incorporation of the verdazyl system into more complex molecular architectures and to increase spin delocalization. Thus, Pd-catalyzed debenzylation of the OCH2Ph group or basic hydrolysis of the OCOPh group gave the phenol functionality, which was acylated, but could not be alkylated. Orthogonal deprotection of diphenol functionality was also demonstrated in radical 1c. Pt-catalyzed reduction of the NO2 group led to the aniline derivative, which was acylated. Attempted C-C coupling reactions to iodophenyl derivatives 1e and 5e were unsuccessful. Selected verdazyl radicals were characterized by EPR and electronic absorption spectroscopy, and results were analyzed with the aid of DFT computational methods.

2,2-Bis(ethoxycarbonyl)vinyl (BECV) as a versatile amine protecting group for selective functional-group transformations

A 2,2-Bis(ethoxycarbonyl) vinyl- (BECV) group was used for the selective protection of amines at room temperature in the presence of potentially interfering functional groups such as OH, SH, COOH as well as other NH 2 groups. Several functional group transformations such as esterification, O-alkylation, O-acylation, N-alkylation, N-acylation, S-alkylation can selectively be carried out in the presence of the BECV group. The selective deprotection of the BECV group was achieved in a short time using ethylenediamine at room temperature while several other functional groups such as benzoate, aliphatic esters, amides and ethers remain intact. The BECV group shows orthogonal stability against the common protecting groups such as Fmoc, Cbz and Boc.

3,6-Dibenzoxyl-1,2-pyridazine: A new versatile benzoyl transferring agent for NH2, -OH and -SH benzoylations

A newly synthesized 3,6-dibenzoxyl-1,2-pyridazine 3 has been investigated for its potential to transfer the benzoyl group to various organic substrates carrying -NH2, -OH and -SH groups. The benzoyl transfer is fairly general in scope, occurs under convenient conditions and provides good to excellent yields of benzoylated products. Moreover, by choosing proper conditions, it is possible to achieve chemoselective benzoylation in bi-functional molecules. For instance, N-benzoylation of aromatic amines can be selectively accomplished over that of aliphatic amines and vice versa by manipulating reaction conditions. Selective N- or O-benzoylation in aminophenols is also possible. Although, not studied in detail, we final that dibenzoate 3 can also be used to effect C-benzoylation of reactive phenols and ketones, as exemplified by the C-benzoylation of resorcinol and acetophenone, respectively. Dibenzoate 3, besides being a crystalline, easy to handle, solid possesses twice the potential as an acyl carrier compared to the other known acyl carriers. These features make 3 as an attractive choice for many applications pertaining to benzoyl transfer reactions.

Mechanism of Polyphosphoric Acid and Phosphorus Pentoxide-Methanesulfonic Acid as Synthetic Reagents for Benzoxazole Formation

The mechanism of 2-phenylbenzoxazole formation from benzoic acid and o-aminophenol in polyphosphoric acid (PPA) is studied by NMR spectroscopy and chemical analysis. Benzoic acid reacts with PPA to form benzoic-phosphoric anhydride and benzoic-polyphosphoric anhydride. The ratio of mixed anhydride to free carboxylic acid increases dramatically as the P2O5 content of PPA increases, but this ratio is independent of reaction temperature and time. When o-aminophenol dissolves in PPA, part of the hydroxyl group is converted to phosphate ester, and only protonated amine is detected. Benzoic acid, mixed anhydride, and PPA are in dynamic equilibrium, and so are PPA, o-aminophenol, and its phosphate ester. The mixed anhydride and o-aminophenol react to form 2-aminophenyl benzoate as the first reaction intermediate which undergoes rapid acyl migration to generate 2-hydroxybenzanilide. Ring closure of 2-hydroxybenzanilide to form 2-phenylbenzoxazole is acid catalyzed. The reactive components in phosphorus pentoxide-methanesulfonic acid (P2O5-MSA) which is a convenient alternative to PPA are very similar to those present in PPA. Benzoic acid is also converted into mixed anhydride in P2O5-MSA.