640734-60-7

Upstream product

• 35999-20-3 3-chloro-4'-methoxypropiophenone 
• 121-98-2 methyl 4-methoxybenzoate 
• 7448-86-4 1-(4-methoxyphenyl)prop-2-en-1-one 
• 33994-11-5 α-Bromoethyl p-methoxaphenyl ketone 
• 15973-65-6 1-(4-methoxyphenyl)cyclopropan-1-ol 

Downstream Products

• 1036715-69-1 (RS)-3-azido-1-(4-methoxyphenyl)propan-1-ol 

Relevant academic research and scientific papers

Regiocontrolled Wacker Oxidation of Cinnamyl Azides

A highly regioselective Wacker oxidation has been developed for the oxidation of cinnamyl azides. The catalytic oxidation tolerates the azide functionality, and more than 15 β-azido ketones were isolated (25-92% yield). High regioselectivity for the aryl ketone is observed in all cases. A robustness screen was conducted to determine functional group tolerance. The products of the oxidaiton can be readily diversified.

Organocatalytic β-azidation of enones initiated by an electron-donor-acceptor complex

An operationally straightforward organocatalytic β-azidation of α,β-unsaturated ketones is described. Reaction of the Zhdankin azidoiodane with enones in the presence of a catalytic amount of an amine provides β-azido ketones via the formation of an electron-donor-acceptor complex. The application of this protocol is demonstrated through one-step elaborations leading to the synthesis of unprecedented classes of 1,2,3-triazoles.

Azido carbonyl compounds as DNA cleaving agents

Irradiation of azido carbonyl compounds using UV light (≥310 nm) produced triplet alkyl nitrenes and aroyl radicals, which resulted in efficient cleavage of single strand DNA at pH 7.0. DNA cleaving ability of azido carbonyl compounds was found to be dependent on its concentration and substituents on its aromatic ring. Further, newly synthesized naphthalene based azido carbonyl compounds showed DNA cleavage ability at longer wavelength of UV light (≥350 nm) and also binding studies revealed that they bind to ct-DNA by weak intercalation mode.

Synthesis of enantiomerically pure γ-azidoalcohols by lipase-catalyzed transesterification

An enantioselective synthesis of chiral γ-azidoalcohols via lipase-catalyzed resolution is described. The efficiency of various lipases and the effect of different solvents have been studied. Pseudomonas cepacia immobilized on diatomaceous earth (PS-D) in n-hexane catalyzed the transesterification process in an efficient manner providing γ-azidoalcohols in high enantiomeric excess.

An efficient and general approach to β-functionalized ketones

Figure presented The oxidation of selected anlons (N3 -, SCN-, I-, and Br-) by eeric ammonium nitrate (CAN) in the presence of substituted cyclopropyl alcohols provides a novel approach to β-functionalized ketones. The protocol has a number of advantages including short reaction times, ease of reagent handling, and mild, neutral reaction conditions. Overall, this method provides an alternative pathway to important starting materials and intermediates in organic synthesis.

A simple and fast procedure for efficient synthesis of β- and γ-azidoarylketones

A simple and efficient method for preparing β- and γ-azido substituted arylketones has been achieved by short microwave irradiation of the corresponding halo arylketones and sodium azide in DMSO.