83834-91-7

Upstream product

• 6298-96-0 1-(4-methoxyphenyl)ethanamine 
• 2258-42-6 formyl acetic anhydride 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 107-31-3 Methyl formate 
• 16712-16-6 ammonium formate 
• 109-94-4 formic acid ethyl ester 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 6298-96-0 1-(4-methoxyphenyl)ethanamine 
• 650608-21-2 (R)-N-formyl 1-(4-methoxyphenyl)ethylamine 
• 1214919-44-4 C₁₀H₁₃NOS 
• 41684-13-3 4-methoxy-N-methyl-α-methylbenzylamine 

Relevant academic research and scientific papers

Oxidation Under Reductive Conditions: From Benzylic Ethers to Acetals with Perfect Atom-Economy by Titanocene(III) Catalysis

Described here is a titanocene-catalyzed reaction for the synthesis of acetals and hemiaminals from benzylic ethers and benzylic amines, respectively, with pendant epoxides. The reaction proceeds by catalysis in single-electron steps. The oxidative addition comprises an epoxide opening. An H-atom transfer, to generate a benzylic radical, serves as a radical translocation step, and an organometallic oxygen rebound as a reductive elimination. The reaction mechanism was studied by high-level dispersion corrected hybrid functional DFT with implicit solvation. The low-energy conformational space was searched by the efficient CREST program. The stereoselectivity was deduced from the lowest lying benzylic radical structures and their conformations are controlled by hyperconjugative interactions and steric interactions between the titanocene catalyst and the aryl groups of the substrate. An interesting mechanistic aspect is that the oxidation of the benzylic center occurs under reducing conditions.

NH4I-promoted N-acylation of amines via the transamidation of DMF and DMA under metal-free conditions

An unprecedented NH4I-promoted N-formylation and N-acetylization of various amines with dimethylformamide (DMF)and dimethylacetamide (DMA)has been developed. This protocol shows broad substrate scope for aromatic, aliphatic, and heterocyclic amines, which provides a metal-free strategy for N-acylation featuring mild reaction conditions, as well as inexpensive and readily available starting materials.

Bioinspired organocatalytic aerobic C-H oxidation of amines with an ortho -quinone catalyst

A simple bioinspired ortho-quinone catalyst for the aerobic oxidative dehydrogenation of amines to imines is reported. Without any metal cocatalysts, the identified optimal ortho-quinone catalyst enables the oxidations of α-branched primary amines and cyclic secondary amines. Mechanistic studies have disclosed the origins of different performances of ortho-quinone vs para-quinone in biomimetic amine oxidations.

Chiral initiator-induces self-disproportionation of enantiomers via achiral chromatography: Application to enantiomer separation of racemate

We report here the theoretical design and proof of principle of the first example of a conceptually new approach for the preparation of enantiomerically pure compounds from the racemates by chiral initiator-induced Self-Disproportionation of Enantiomers (SDE) via achiral chromatography.