242483-39-2

Upstream product

• 1949-41-3 2-methyl-4-phenylbutanoic acid 
• 1821-12-1 4-Phenylbutyric acid 

Downstream Products

• 242483-23-4 2-methyl-4-phenyl-thiobutyric acid S-(3,3-bis-phenylsulfanyl-propyl) ester 
• 1425052-39-6 2-methyl-4-phenyl-N-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)butanamide 
• 1431838-48-0 methyl 3-hydroxy-2-(2-phenylethyl)-propionate 
• 76403-49-1 (3RS,5RS)-3-methyl-5-phenylpyrrolidin-2-one 
• 76403-50-4 (3RS,5SR)-3-methyl-5-phenyl-2-pyrrolidinone 
• 1237755-64-4 C₁₉H₂₃NO₃ 
• 36748-82-0 3-methyl-5-phenyl-2-pentanol 
• 1590-08-5 2-methyl-1-tetralone 
• 5195-30-2 3-methyl-5-phenyl-2-pentanone 

Relevant academic research and scientific papers

Catalytic enantioselective desymmetrization of cyclobutane-1,3diones by carbonyl-amine condensation

A chiral phosphoric acid-catalyzed enantioselective condensation of 2,2-disubstituted cyclobutane-1,3-diones with a primary amine is described. This reaction offered a mild and efficient protocol for constructing quaternary carbon-containing cyclobutanes

1-Aminopyridinium Ylides as Monodentate Directing Groups for sp3 C-H Bond Functionalization

1-Aminopyridinium ylides are efficient directing groups for palladium-catalyzed β-arylation and alkylation of sp3 C-H bonds in carboxylic acid derivatives. The efficiency of these directing groups depends on the substitution at the pyridine moiety. The unsubstituted pyridine-derived ylides allow functionalization of primary C-H bonds, while methylene groups are unreactive in the absence of external ligands. 4-Pyrrolidinopyridine-containing ylides are capable of C-H functionalization in acyclic methylene groups in the absence of external ligands, thus rivaling the efficiency of the aminoquinoline directing group. Preliminary mechanistic studies have been performed. A cyclopalladated intermediate has been isolated and characterized by X-ray crystallography, and its reactivity was studied.

Synthetic Utility of N-Benzoyloxyamides as an Alternative Precursor of Acylnitrenoids for γ-Lactam Formation

Described herein is the development of a new entry of acylnitrenoid precursors for γ-lactam synthesis via an intramolecular C-H amidation reaction. Upon Ir catalysis, N-benzoyloxyamides serve as efficient substrates to afford 5-membered amides. Mechanistic studies revealed that the generation of a putative Ir-carbonylnitrenoid via N-O bond cleavage is facilitated by the chelation of countercations. This protocol offers a convenient and step-economic route to γ-lactams starting from the corresponding carboxylic acids.

Unactivated C(sp3)-H hydroxylation through palladium catalysis with H2O as the oxygen source

A novel palladium catalyzed hydroxylation of unactivated aliphatic C(sp3)-H bonds was successfully developed. Different from conventional methods, water serves as the hydroxyl group source in the reaction. This new reaction demonstrates good reactivity and broad functional group tolerance. The C-H hydroxylated products can be readily transformed into various highly valuable chemicals via known transformations. Based on experimental and theoretical studies, a mechanism involving the Pd(ii)/(iv) pathway is proposed for this hydroxylation reaction.

Synthesis of oxazolines from amides via palladium-catalyzed functionalization of unactivated C(sp3)-H bond

A complementary method that enables the expeditious synthesis of oxazolines from amides via Pd-catalyzed C(sp3)-H functionalization has been described. Preliminary studies indicate that the reaction might go through a chlorination/nucleophilic cyclization sequence, and the high efficiency of this sequence is enhanced by the in situ cyclative capture of the chlorinated intermediate. The resulting oxazolines can be further converted into the corresponding β-amino alcohols without chromatography.

Ligand-promoted alkylation of C(sp3)-H and C(sp2)-H bonds

9-Methylacridine was identified as a generally effective ligand to promote a Pd(II)-catalyzed C(sp3) - H and C(sp2) - H alkylation of simple amides with various alkyl iodides. This alkylation reaction was applied to the preparation of unnatural amino acids and geometrically controlled tri- and tetrasubstituted acrylic acids.