69379-35-7

Upstream product

• 5682-46-2 2-Ethylbutyrophenon 
• 5456-23-5 2-ethyl-2-bromo-butyric acid 
• 71-43-2 benzene 

Downstream Products

• 88539-03-1 2,2-diethyl-3-methoxy-3-phenyl-oxirane 
• 30239-74-8 2-ethyl-2-hydroxy-1-phenylbutan-1-one 
• 106596-80-9 Acetat des 3-Benzoyl-pentanol-⁽³⁾ 
• 20577-41-7 (E,Z)-2-Ethyl-1-phenyl-2-buten-1-on 
• 861777-11-9 2-benzyl-2-ethyl-1-phenylbutan-1-one 

Relevant academic research and scientific papers

Iron-Catalyzed Acyl Migration of Tertiary α-Azidyl Ketones: Synthetic Approach toward Enamides and Isoquinolones

This paper reports that tertiary α-azidyl phenyl ketones can be transformed into enamides by treatment with FeBr2 at elevated temperature in DMF. The reaction proceeds via 1,2-benzoyl migration from α-carbon to the nitrogen atom, accompanied by expulsion of a nitrogen molecule. This protocol is suitable for the synthesis of N-(cyclopent-1-en-1-yl)benzamides, N-(cyclohex-1-en-1-yl)benzamides, and N-benzoyl-α-methyl enamines and provides a convenient approach toward isoquinolones.

METHODS OF PREPARING a,?-UNSATURATED OR a-HALO KETONES AND ALDEHYDES

Copper(II) bromide mediated oxidation of acylated enol and use of the reaction in the synthesis of α,β-unsaturated or α-bromo ketones or aldehydes are disclosed. The method provides an efficient and practical process for manufacturing dehydrohedione (DHH) and many other versatile α,β-unsaturated or α-bromo ketones or aldehydes in large scales to avoid using precious metal compounds.

α,β-Unsaturated ketones via copper(II) bromide mediated oxidation

A protocol for effecting a rapid Saegusa-type oxidation of enol acetates is reported. This new method relies on the in situ elimination of an α-bromo intermediate to generate α,β-unsaturated ketones using copper(II) bromide. The methodology developed was applied to a range of substrates including a cyclohexanone, which could be directly converted to the corresponding phenol derivative. A catalytic system in which a non-masked ketone was successfully oxidised using substoichiometric CuBr2 was also developed as a proof of principle.

Building Congested Ketone: Substituted Hantzsch Ester and Nitrile as Alkylation Reagents in Photoredox Catalysis

For the first time, 4-alkyl Hantzsch esters were used to construct molecules with all-carbon quaternary centers by visible light-induced photoredox catalysis via transfer alkylation. Up to a 1500 h-1 turnover frequency was achieved in this reaction. Reactions of 4-alkyl Hantzsch nitriles as tertiary radical donors joined two contiguous all-carbon quaternary centers intermolecularly, and this chemistry was used to synthesize a common precursor of a class of hydroxysteroid dehydrogenase inhibitors.

Facile Synthesis of 2-Alkoxy-2-aryloxiranes

Tertiary α-bromoalkyl aryl ketones 1 were converted into 2-alkoxy-2-aryloxiranes 4 exclusively by reaction with excess potassium carbonate in the corresponding dry alcohol.Silver carbonate in a dry alcohol with these α-bromo ketones yielded competitively formation of 2-alkoxyoxiranes and semi-benzilic Favorskii rearrangement (-> 5), while silver hexafluoroantimonate in the same medium afforded the latter rearrangement reaction exclusively.