97060-28-1

Upstream product

• 108-86-1 bromobenzene 
• 625-35-4 trans-chrotonyl chloride 
• 4981-64-0 1-(4-bromophenyl)-1-butanone 
• 75-07-0 acetaldehyde 
• 1777-57-7 p-bromobenzoylmethylenetriphenylphosphorane 
• 2928-58-7 (2-oxo-2-p-bromophenylethyl)triphenylphosphonium bromide 
• 99-73-0 para-bromophenacyl bromide 
• 99-90-1 para-bromoacetophenone 
• 24850-33-7 allyltributylstanane 
• 1122-91-4 4-bromo-benzaldehyde 
• 122969-81-7 1-(4-bromophenyl)-3-hydroxybutan-1-one 

Downstream Products

• 164595-90-8 (2'RS,3'RS)- and (2'RS,3'SR)-1-(5'-(4-bromophenyl)-2',3'-dimethyl-1',5'-dioxopentyl)pyrrolidine 
• 97060-59-8 (E,2'RS,3'RS)- and (E,2'RS,3'SR)-1-(3'-(4-bromophenyl)-3'-hydroxy-2'-methyl-1'-oxo-4'-hexenyl)pyrrolidine 
• 97060-62-3 3-<4-(p-bromophenyl)-4-oxo-2-butyl>-N-methylpyrrolidone 
• 97060-61-2 3-<1-(p-bromophenyl)-1-hydroxy-2-butenyl>-N-methylpyrrolidone 
• 122969-13-5 (3RS,1'RS)-3-(3'-(4-bromophenyl)1'-methyl-3'-oxopropyl)-1-methyl-2-pyrrolidinone 
• 122968-94-9 (E,3RS,1'-SR)-3-(1'-(4-bromophenyl)-1'-hydroxy-2'-butenyl)-1-methyl-2-pyrrolidinone 
• 122968-93-8 (E,3RS,1'RS)-3-(1'-(4-bromophenyl)-1'-hydroxy-2'-butenyl)-1-methyl-2-pyrrolidinone 

Relevant academic research and scientific papers

Enantioselective N -Alkylation of Nitroindoles under Phase-Transfer Catalysis

An asymmetric phase-transfer-catalyzed N -alkylation of substituted indoles with various Michael acceptors was studied. Acidities of nitroindoles were determined in acetonitrile by UV-Vis spectrophotometric titration. There was essentially no correlation between acidity and reactivity in the aza-Michael reaction. The position of the nitro group on the indole ring was essential to control the stereoselectivity of the reaction. Michael adducts were obtained in high yields and moderate enantioselectivities in the reaction between 4-nitroindole and various Michael acceptors in the presence of cinchona alkaloid based phase-transfer catalysts. In addition to outlining the scope and limitations of the method, the geometries of the transition states of the reaction were calculated.

Organocatalytic Enantioselective Selenosulfonylation of a C-C Double Bond to Form Two Stereogenic Centers in an Aqueous Medium

Organocatalytic selenosulfonylation of the C-C double bond of α,β-unsaturated ketones to construct two contiguous stereogenic centers in an aqueous medium was described. A series of α-selenyl and β-sulfonyl ketones with various functional groups were synthesized in good yields and enantioselectivities with saturated NaCl solution as the solvent. In addition, this protocol had been successfully scaled up to a decagram scale via a simple workup procedure.

Synthesis of Enones and Enals via Dehydrogenation of Saturated Ketones and Aldehydes

A general, efficient and economic palladium-catalyzed dehydrogenation to form enones or enals has been developed. The approach possesses extremely broad substrate scope including various linear or cyclic saturated ketones and aldehydes. The protocol is ligand-free, and molecular oxygen is used as the sole clean oxidant in the reaction. Due to mild reaction conditions, good functional group compatibility, and versatile utilities of enones and enals, the method can be applied in the late-stage synthesis of natural products, pharmaceuticals and fine chemicals. (Figure presented.).

A convenient synthesis of 4-alkyl-3-benzoylpyrroles from α,β-unsaturated ketones and tosylmethyl isocyanide

A convenient synthesis of 4-alkyl-3-benzoyl pyrrole was achieved from α,β-unsaturated ketones and tosylmethyl isocyanide in the presence of mild base LiOH·H2O. This method is very economical and was successfully utilized for the synthesis of various 4-alkyl-3-benzoylpyrrole derivatives with good to excellent yields.

Can simple enones be useful partners for the catalytic stereoselective alkylation of indoles?

A new catalytic system for the first example of enantioselective Friedel-Crafts-type (FC) addition of indoles to simple enones is described. The use of an equimolar amount of chiral [Al(salen)Cl] and 2,6-lutidine (10 mol%) was found to be effective in pro

Catalytic asymmetric allylations of achiral and chiral aldehydes via BINOL-Zr complex

The complex generated from BINOL, Zr(OtBu)4, and 4 ? MS in toluene-pivalonitrile is very effective for catalytic asymmetric allylation of aldehydes using allyltributyltin. The reactions of achiral aldehyde under these conditions are completed within 3 h using 10-20 mol% of the complex at -20°C. The ees of homoallylic alcohols can be enhanced up to 98% via the tandem asymmetric allylation-Oppenauer oxidations. The scope and limitations of these conditions for β-alkoxy aldehydes were extensively examined.

Stereochemistry of the Michael Addition of N,N-Disubstituted Amide and Thioamide Enolates to α,β-Unsaturated Ketones

A systematic study of the regio- and diastereoselectivity of the kinetic Michael addition of amide and thioamide enolates to a series of α,β-unsaturated ketones has been carried out.Factors that influence the diastereo- and regiochemical outcome of the reaction include the substitution pattern of the enone and enolate, the enolate counterion, and the solvent.Numerous examples of high selectivity have been discovered.In a number of examples, either the syn or the anti addition products can be obtained by varying the nature of the solvent, donor atom, and/or counterion.These results have correlated in terms of a coherent transition-state model.