19820-46-3

Upstream product

• 3282-30-2 pivaloyl chloride 
• 89290-01-7 salicylaldehyde, thallium(I) salt 
• 100-52-7 benzaldehyde 
• 106141-07-5 2-bromo-1-pivaloyloxybenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 90-02-8 salicylaldehyde 

Downstream Products

• 137344-46-8 2,2-Dimethyl-propionic acid 2-(1,6-dihydroxy-3-methylene-heptyl)-phenyl ester 
• 179927-73-2 2,2-Dimethyl-propionic acid 2-(3-phenyl-3-trimethylsilanyloxy-oxetan-2-yl)-phenyl ester 
• 179927-72-1 2,2-Dimethyl-propionic acid 2-(3-isopropyl-3-trimethylsilanyloxy-oxetan-2-yl)-phenyl ester 
• 179927-74-3 2,2-Dimethyl-propionic acid 2-(3-tert-butyl-3-trimethylsilanyloxy-oxetan-2-yl)-phenyl ester 
• 179927-75-4 2,2-Dimethyl-propionic acid 2-(3-dimethoxymethyl-3-trimethylsilanyloxy-oxetan-2-yl)-phenyl ester 
• 179927-76-5 2,2-Dimethyl-propionic acid 2-[3-(2-methyl-[1,3]dioxolan-2-yl)-3-trimethylsilanyloxy-oxetan-2-yl]-phenyl ester 
• 179927-77-6 2,2-Dimethyl-propionic acid 2-[3-(1,1-dimethyl-allyl)-3-trimethylsilanyloxy-oxetan-2-yl]-phenyl ester 

Relevant academic research and scientific papers

Chemoselective Cross-Coupling between Two Different and Unactivated C(aryl)-O Bonds Enabled by Chromium Catalysis

We report here the first example of cross-coupling between two different and unactivated C(aryl)-O bonds with chromium catalysis. The combination of a low-cost Cr(II) salt, 4,4′-di-tert-butyl-2,2′-dipyridyl (dtbpy) as the ligand, and magnesium as the reductant shows high reactivity in promoting the reductive cross-coupling of aryl methyl ether derivatives with aryl esters by cleavage and coupling of two different C(aryl)-O bonds under mild conditions. The formation of active low-valent Cr species by reduction of CrCl2 with Mg can be considered, which prefers to initially activate the C(aryl)-O bond of phenyl methyl ether with the chelation help of dtbpy and an o-imine auxiliary. The subsequent consecutive reduction, second C(aryl)-O activation, and reductive elimination allow for the achievement of selective cross-coupling of C(aryl)-O/C(aryl)-O bonds.

Regioselective synthesis of 3,4,5-trisubstituted 2-aminofurans

Three series of methyl 5-substituted 2-aminofuran-4-keto-3-carboxylates have been prepared following a multicomponent reaction strategy by the addition of an isocyanide to 4-oxo-2-butynoate in the presence of an aldehyde. The cycloaddition regioselectivit

Preparation of polyfunctional arylmagnesium, arylzinc, and benzylic zinc reagents by using magnesium in the presence of LiCl

The presence of LiCl considerably facilitates the insertion of magnesium into various aromatic and heterocyclic bromides. Several functional groups, such as -OBoc, -OTs, -Cl, -F, -CF3, -OMe, -NMe2, and -N 2NR2, are well tolerated. The presence of a cyano group leads in some cases to competitive reduction of the organic halide to the corresponding ArH compound. The presence of sensitive groups such as methyl or ethyl ester is tolerated upon in situ trapping of the intermediate magnesium reagent with ZnCl2. This method can also be applied to the preparation of functionalized benzylic zinc reagents from benzylic chlorides. In the case of di- or tribromoaryl derivatives, directing groups such as -OPiv, -OTs, -N2NR2, or -OAc orient the zinc insertion (Zn/LiCl) to the ortho-position, while the reaction with Mg/LiCl or Mg/LiCl/ZnCl 2 leads to regioselective insertion into the para-carbon-bromine bond. Large-scale experiments (20-100 mmol) for all of the metalation procedures are described.

Diastereoselective synthesis of 2-aryl-3-vinyl-2,3-dihydrobenzo[b]furans through a Sakurai reaction: A mechanistic proposal

The condensation of 2,3-dihydrobenzoxasilepins with aromatic aldehydes in the presence of boron trifluoride to form 2,3-dihydrobenzofurans shows a level of diastereoselection which is a function of the electronic nature of the aldehyde and the polarity of

Silver-catalyzed asymmetric synthesis of 2,3-dihydrobenzofurans: A new chiral synthesis of pterocarpans

2,3-Dihydrobenzofurans can be diastereoselectively prepared by condensation of aromatic aldehydes with 2,3-dihydrobenzoxasilepines under the catalysis of Ag1 complexes, and in the presence of a source of fluoride ion. The application of this st

Acylcobalt salophen complexes. Homolytic decomposition to salicyl aldehyde esters

Irradiation of acylcobalt salophen complexes leads to salicyl aldehyde ester products resulting from cobalt-to-oxygen migration.