91004-70-5

Upstream product

• 53483-17-3 1-allyl-4-nitro-benzene 
• 100-01-6 4-nitro-aniline 
• 619-90-9 4-nitrobenzyl acetate 
• 75-07-0 acetaldehyde 
• 114533-06-1 (4-nitrophenyl)methyl trifluoromethanesulfonate 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 5332-96-7 1-(4-nitrophenyl)propan-2-one 

Downstream Products

• 17419-80-6 1-(4-aminophenyl)-2-propanol 
• 415911-86-3 (2S)-1-(4-nitrophenyl)-2-propanol 
• 415911-87-4 (1R)-1-methyl-2-(4-nitrophenyl)ethyl propanoate 
• 24573-52-2 1-(4-nitrophenyl)-2-propyl tosylate 

Relevant academic research and scientific papers

Markovnikov Wacker-Tsuji Oxidation of Allyl(hetero)arenes and Application in a One-Pot Photo-Metal-Biocatalytic Approach to Enantioenriched Amines and Alcohols

The Wacker-Tsuji aerobic oxidation of various allyl(hetero)arenes under photocatalytic conditions to form the corresponding methyl ketones is presented. By using a palladium complex [PdCl2(MeCN)2] and the photosensitizer [Acr-Mes]ClO4 in aqueous medium and at room temperature, and by simple irradiation with blue led light, the desired carbonyl compounds were synthesized with high conversions (>80%) and excellent selectivities (>90%). The key process was the transient formation of Pd nanoparticles that can activate oxygen, thus recycling the Pd(II) species necessary in the Wacker oxidative reaction. While light irradiation was strictly mandatory, the addition of the photocatalyst improved the reaction selectivity, due to the formation of the starting allyl(hetero)arene from some of the obtained by-products, thus entering back in the Wacker-Tsuji catalytic cycle. Once optimized, the oxidation reaction was combined in a one-pot two-step sequential protocol with an enzymatic transformation. Depending on the biocatalyst employed, i. e. an amine transaminase or an alcohol dehydrogenase, the corresponding (R)- and (S)-1-arylpropan-2-amines or 1-arylpropan-2-ols, respectively, could be synthesized in most cases with high yields (>70%) and in enantiopure form. Finally, an application of this photo-metal-biocatalytic strategy has been demonstrated in order to get access in a straightforward manner to selegiline, an anti-Parkinson drug. (Figure presented.).

Nickel-catalyzed reductive benzylation of aldehydes with benzyl halides and pseudohalides

The reductive benzylation of aromatic and aliphatic aldehydes with benzylic halides is reported using a nickel/zinc catalyst system. In addition to benzylic halides, the first report on the addition of benzylic triflates, acetates, tosylates and tritylates to aldehydes is also presented. By this new method a range of alcohols was synthesized efficiently from aldehydes and benzylic substrates at room temperature in moderate to high yields. The mild reaction conditions and good functional group tolerance make this nickel-catalyzed process synthetically useful for the synthesis of diverse benzylic alcohols.

NEW CYCLOHEXYL AND QUINUCLIDINYL CARBAMATE DERIVATIVES HAVING BETA2 ADRENERGIC AGONIST AND M3 MUSCARINIC ANTAGONIST ACTIVITY

The present invention relates to novel compounds having β2 adrenergic agonist and M3 muscarinic antagonist dual activity, to pharmaceutical compositions containing them, to the process for their preparation and to their use in respiratory therapies.