256385-72-5

Upstream product

• 104-46-1 anethole 
• 4180-23-8 E-1-(4'-methoxyphenyl)prop-1-ene 
• 21086-33-9 2-bromo-1-(4-methoxyphenyl)-1-propanone 
• 1201-60-1 1-(1,2-dibromopropyl)-4-methoxybenzene 

Downstream Products

• 138169-69-4 erythro/threo-1-(4-Methoxyphenyl)-2-methoxy-1-propanol 
• 51410-46-9 2-(4-methoxyphenyl)-3-methyloxirane 
• 212394-48-4 1-amino-1-(4-methoxy-phenyl)-propan-2-ol 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 856342-90-0 dimethyl-[β-oxy-α-(4-methoxy-phenyl)-propyl]-amine 
• 1093133-25-5 2-bromo-1-(4'-methoxyphenyl)-propane-1-carbenium ion 
• 1595999-21-5 2-azido-1-(4-methoxyphenyl)propan-1-ol 
• 4962-31-6 Acetic acid 2-bromo-1-(4-methoxy-phenyl)-propyl ester 

Relevant academic research and scientific papers

Catalytic transformation of esters of 1,2-azido alcohols into α-amido ketones

The esters of 1,2-azido alcohols were transformed into α-amido ketones without external oxidants through the Ru-catalyzed formation of N-H imines with the liberation of N2 followed by intramolecular migration of the acyl moiety. A wide range of α-amido ketones were obtained, and one-pot transformation into the corresponding oxazoles (or a thiazole) was demonstrated.

Cis-Dioxomolybdenum(VI) complexes with unsymmetric linear tetradentate ligands: Syntheses, structures and bromoperoxidase activities

Reactions of [MoO2(acetylacetonate)2], 2-((2-(2-hydroxyethylamino)ethylamino)methyl)-4-R-phenols (H2Ln, n = 1-5 for R = H, Me, OMe, Cl and Br, respectively) and KOH in 1:1:2 mole ratio in methanol afford a series of complexes having the general formula cis-[MoO2(Ln)] (1, 2, 3, 4, 5) in 81-86% yields. The complexes have been characterized using elemental analysis, spectroscopy (infrared, UV-visible, and 1H NMR, 13C NMR and 13C-DEPT NMR) and electrochemical measurements. The molecular structures of 1, 2, 3, 4 have been determined using single-crystal X-ray crystallography. In each of 1, 2, 3, 4, the ONNO-donor 6,5,5-membered fused chelate rings forming (Ln)2- and the two mutually cis oxo groups assemble a distorted octahedral N2O4 coordination sphere around the metal centre. In the crystal lattice, each of 1, 2, 3, 4 forms a one-dimensional infinite chain structure via intermolecular N-H...O hydrogen bonding interactions. In cyclic voltammograms, the diamagnetic complexes display an irreversible metal-centred reduction in the potential range -0.73 to -0.88 V (vs Ag/AgCl). The physicochemical data are consistent with a very similar gross molecular structure for all of 1, 2, 3, 4, 5. All the complexes exhibit decent bromoperoxidase activities and are also able to effectively catalyse benzoin and methyl(phenyl)sulfide oxidation reactions.

Chiral benzylic carbocations: Low-temperature NMR studies and theoretical calculations

(Chemical Equation Presented) The α-chiral secondary and tertiary benzylic carbocations 19-30 were generated from the corresponding benzylic alcohols 1, 2, and 5-14 by treatment with FSO3H or FSO 3H/SbF5 in SO2ClF as the solvent at -70°C and characterized by one- and two-dimensional NMR spectroscopy. Coupling constants and NOESY measurements suggest a preferred conformation in which the α-hydrogen atom occupies the 1,3-allylic-strain position and the diastereotopic faces of the cations are differentiated by the alkyl substituent and a functional group (FG). The existence of this preferred conformation is further supported by calculations using a DFT method at the B3LYP/6- 311+G** level. Quenching experiments with an arene nucleophile showed a preferential attack from the less shielded diastereotopic face delivering high diastereomeric ratios, supporting the hypothesis that these carbocations are involved as intermediates in previously studied SN1 reactions. A strong shielding effect at the benzylic carbocationic center is observed for most of the secondary benzylic carbocations (derived from precursors 5-13) investigated, indicating a strong mesomeric distribution of the positive charge to the carbon atom in the para-position of the anisyl substituent. For α-halogen-substituted carbocations (5-7, 12), no neighboring halogen participation leading to halonium ion formation was observed.

Reactions of alkenes, alkynes, and alkoxyallenes with new polymer-supported electrophilic reagents

(matrix presented) Preparation of new polymer-supported electrophilic reagents that efficiently promote 1,2-haloacetoxylations of alkenes and alkoxyallenes is described. Under very mild conditions and in high yields, alkenes are transformed into α-halo acetates while alkoxyallenes lead to vinyl iodides. In contrast to these results, terminal alkynes commonly afford synthetically valuable 1-iodo-alkynes. ? Technischen Universitaet Clausthal. ? Willamette University.