6420-77-5

Upstream product

• 625-38-7 but-3-enoic acid 
• 106-95-6 allyl bromide 
• 181655-80-1 (R)-1,2-bis(4-bromophenyl)-2-hydroxyethan-1-one 
• 107-18-6 allyl alcohol 
• 586-75-4 4-chlorobenzoyl chloride 
• 1122-91-4 4-bromo-benzaldehyde 
• 2532-15-2 sodium 4-bromobenzoate 
• 586-76-5 4-Bromobenzoic acid 
• 107-05-1 3-chloroprop-1-ene 

Downstream Products

• 92639-59-3 4-Bromo-benzoic acid (1S,2S,4R)-1,4,5,6-tetrachloro-7,7-diethoxy-bicyclo[2.2.1]hept-5-en-2-ylmethyl ester 
• 92639-61-7 bicyclo[2.2.1]hept-5-en-2-ylmethyl p-bromobenzoate 
• 92639-58-2 1,4,5,6-tetrachloro-7,7-dimethoxy-2-(p-bromobenzoyloxymethyl)bicyclo<2.2.1>-5-heptene 
• 92639-60-6 4-Bromo-benzoic acid (1R,2S,4R)-1,4,5,6-tetrachloro-bicyclo[2.2.1]hept-5-en-2-ylmethyl ester 
• 69645-60-9 4-Bromo-benzoic acid (1R,2S,4S)-1,4,5,6,7,7-hexachloro-bicyclo[2.2.1]hept-5-en-2-ylmethyl ester 
• 1384266-30-1 (Z)-prop-1-enyl 4-bromobenzoate 
• 1384266-29-8 (E)-prop-1-enyl 4-bromobenzoate 

Relevant academic research and scientific papers

NHCs-mediated benzoates formation directly from aromatic aldehydes and alkyl halides

A NHCs-mediated benzoates formation was developed by treatment of aromatic aldehydes with alkyl halides in the presence of oxygen. Corresponding benzoate derivatives were obtained in high yields up to 99%. The reaction mechanism was also discussed and a NHCs-mediated O-alkylation and subsequent oxidation process was proposed.

[Pd(μ-Br)(PtBu3)]2 as a highly active isomerization catalyst: Synthesis of enol esters from allylic esters

The dimeric Pd(I)-complex [Pd(μ-Br)(PtBu3)] 2 was found to be highly active for catalyzing double-bond migration in various substrates such as unsaturated ethers, alcohols, amides, and arenes, under mild conditions. It efficiently mediates the conversion of allylic esters into enol esters, rather than inserting into the allylic C-O bond. The broad applicability of this reaction was demonstrated with the synthesis of 22 functionalized enol esters.

Synthesis of para-substituted bicyclo[2.2.1]hept-5-en-2-ylmethyl benzoates

para-Substituted bicyclo[2.2.1]hept-5-en-2-ylmethyl benzoates were synthesized by the Diels-Alder reaction of cyclopentadiene with the corresponding para-substituted allyl benzoates, and optimal reaction conditions were found. The product structure was confirmed by independent synthesis and IR and 1H NMR spectroscopy.

A simple procedure for the esterification of alcohols with sodium carboxylate salts using 1-tosylimidazole (TsIm)

An efficient and selective method for esterification of alcohols using N-(p-toluenesulfonyl)imidazole (TsIm) is described. In this method, alcohols are refluxed with a mixture of RCO2Na (R: alkyl and aryl), TsIm, and triethylamine in the presence of catalytic amounts of tetra-n-butylammonium iodide (TBAI) in DMF to afford the corresponding esters in good yields. This methodology is highly efficient for various structurally diverse alcohols with selectivity for ROH: 1° > 2° > 3°.

Synthesis and photostabilizing properties of hexachlorobicyclo[2.2.1]hept- 5-enylmethyl esters of substituted benzoic acids

Polychlorinated bicyclic esters of p-substituted benzoic acids were prepared by the Diels-Alder reaction of hexachlorocyclopentadiene with allyl esters of p-substituted benzoic acids. Some of the adducts synthesized were tested as photostabilizers for polyethylene-based polymer formulations.

A facile direct conversion of aldehydes to esters and amides using acetone cyanohydrin

Aromatic aldehydes with electron-withdrawing groups undergo rapid reactions with a variety of alcohols and secondary amines to afford the corresponding esters and amides, respectively, in high yields, when treated with NaCN or acetone cyanohydrin and base under ambient reaction conditions. In case of α,β-unsaturated aldehydes, simultaneous reduction of the CC bond along with esterification occurred to produce the saturated esters in high yields.

Microwave-assisted acylation of amines, alcohols, and phenols by the use of Solid-Supported Reagents (SSRs)

A microwave-assisted synthesis of solid-supported reagents for the acylation of amines has been developed, and the same methodology has been successfully applied to the preparation of acylating agents anchored on different solid supports. Similarly, alcohols, phenols, and thiophenols have been easily acylated using these reagents under microwave irradiation.

A short olefin metathesis-based route to enantiomerically pure arylated dihydropyrans and α,β-unsaturated δ-valero lactones

The synthesis of arylated dihydropyrans and unsaturated lactones starting from enantiomerically pure α-hydroxy ketones (prepared by an enzyme-catalyzed benzoin condensation) is described. The key steps are a highly diastereoselective addition of vinyl metal compounds under chelate control and a ruthenium-catalyzed ring-closing olefin metathesis reaction. Elucidation of the relative configuration of the final products was achieved by NOE experiments.

Novel alkylation, lactonisation and cascade coupling processes mediated by lead tetracarboxylates: The importance of ligands

The reactions of lead(IV) tetracarboxylates with carboxylic acids containing unsaturated side chains is reported. At elevated temperature in toluene, facile decarboxylation or lactonisation processes are observed, depending on the length of the carboxylat