1481-84-1

Upstream product

• 925-90-6 ethylmagnesium bromide 
• 90-02-8 salicylaldehyde 
• 1467-39-6 1-(2-hydroxyphenyl)-2-propen-1-one 
• 610-99-1 1-(2-Hydroxy-phenyl)-propan-1-on 
• 557-20-0 diethylzinc 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 68-12-2 N,N-dimethyl-formamide 
• 74-96-4 ethyl bromide 
• 1745-81-9 o-Allylphenol 
• 6380-21-8 2-(prop-1-enyl)phenol 

Downstream Products

• 23619-59-2 (E)-2-propenylphenol 
• 610-99-1 1-(2-Hydroxy-phenyl)-propan-1-on 
• 1422447-36-6 2-(1-p-tosylpropyl)phenol 
• 33176-18-0 1-(o-Hydroxyphenyl)propyl acetate 
• 163081-57-0 N-(2-hydroxyethyl)-N-[1-(2-hydroxyphenyl)propyl]amine 
• 142784-71-2 1-(o-Acetoxyphenyl)propyl acetate 

Relevant academic research and scientific papers

Enantioselective Cyclopropanation/[1,5]-Hydrogen Shift to Access Rauhut-Currier Product

A Michael addition initiated cyclopropanation/[1,5]-hydrogen shift has been developed for the enantioselective synthesis of Rauhut-Currier products. The reaction of α-alkyl diazoesters and in situ generated o-quinone methides proceeds in the presence of c

A base-promoted cascade reaction of α,β-unsaturated: N -tosylhydrazones with o -hydroxybenzyl alcohols: Highly regioselective synthesis of N-sec -alkylpyrazoles

An efficient method for the synthesis of N-sec-alkylpyrazoles through a base-promoted cascade cyclization/Michael addition reaction of α,β-unsaturated N-tosylhydrazones with ortho-hydroxybenzyl alcohols has been developed. The desired products containing di- or triaryl groups at the same carbon atom were afforded in good to excellent yields with excellent regioselectivities (>20:1). Moreover, a three-component reaction of ortho-hydroxybenzyl alcohols, α,β-unsaturated N-tosylhydrazones and saturated N-tosylhydrazones also took place to afford pyrazoles in good yields. This reaction offers a new route to triarylmethanes with a simple operation and is applicable for large-scale synthesis.

Organocatalytic Asymmetric Domino Michael/Acyl Transfer Reaction Between α-Nitroketones and in situ-Generated ortho-Quinone Methides: Route to 2-(1-Arylethyl)phenols

An organocatalytic asymmetric domino Michael/acyl transfer reaction between α-nitroketones and o-quinone methides is disclosed. o-Quinone methides are generated in situ from 2-sulfonylmethylphenols in basic medium. With 10 mol% of bifunctional squaramide catalyst, high yields and excellent enantioselectivities are achieved for a variety of O-acyl 2-(1-arylethyl)phenols under mild reaction condition. (Figure presented.).

Ansa-Ruthenium(II) Complexes of R2NSO2DPEN-(CH2)n(η6-Aryl) Conjugate Ligands for Asymmetric Transfer Hydrogenation of Aryl Ketones

New 3rd generation designer ansa-ruthenium(II) complexes featuring N,C-alkylene-tethered N,N-dialkylsulfamoyl-DPEN/η6-arene ligands, exhibited good catalytic performance in the asymmetric transfer hydrogenation (ATH) of various classes of (het)aryl ketones in formic acid/triethylamine mixture. In particular, benzo-fused cyclic ketones furnished 98 to >99.9% ee using a low catalyst loading.

A mild method for generation of o-quinone methides under basic conditions. the facile synthesis of trans-2,3-dihydrobenzofurans

A novel and efficient method for the generation of o-quinone methide intermediates was developed from the readily available 2-tosylalkylphenols under the mild basic conditions, and their reactions with sulfur ylides were investigated for the stereoselective synthesis of trans-2,3-dihydrobenzofurans. The Royal Society of Chemistry 2013.

Insertion of arynes into the carbon-oxygen double bond of amides and its application into the sequential reactions

The reaction of arynes, generated from ortho-(trimethylsilyl)aryl triflates, with the CO bond of formamides gave salicylaldehyde derivatives via the formation of formal [2+2] adducts. The sequential transformation of arynes into ortho-disubstituted arenes, o-aminoalkylphenols or o-hydroxyalkylphenols, was achieved by one-pot procedure using dialkylzincs.

Low-energy collision-induced fragmentation of negative ions derived from ortho-, meta-, and para-hydroxyphenyl carbaldehydes, ketones, and related compounds

Collision-induced dissociation (CID) mass spectra of anions derived from several hydroxyphenyl carbaldehydes and ketones were recorded and mechanistically rationalized. For example, the spectrum of m/z 121 ion of deprotonated ortho-hydroxybenzaldehyde shows an intense peak at m/z 93 for a loss of carbon monoxide attributable to an ortho-effect mediated by a charge-directed heterolytic fragmentation mechanism. In contrast, the m/z 121 ion derived from meta and para isomers undergoes a charge-remote homolytic cleavage to eliminate an ?H and form a distonic anion radical, which eventually loses CO to produce a peak at m/z 92. In fact, for the para isomer, this two-step homolytic mechanism is the most dominant fragmentation pathway. The spectrum of the meta isomer on the other hand, shows two predominant peaks at m/z 92 and 93 representing both homolytic and heterolytic fragmentations, respectively. 18O-isotope-labeling studies confirmed that the oxygen in the CO molecule that is eliminated from the anion of meta-hydroxybenzaldehyde originates from either the aldehydic or the phenolic group. In contrast, anions of ortho-hydroxybenzaldehyde and 2-hydroxy-1-naphthaldehyde, both of which show two consecutive CO eliminations, specifically lose the carbonyl oxygen first, followed by that of the phenolic group. Anions from 2-hydroxyphenyl alkyl ketones lose a ketene by a hydrogen transfer predominantly from the α position. Interestingly, a very significant charge-remote 1,4-elimination of a H2 molecule was observed from the anion derived from 2,4-dihydroxybenzaldehyde. For this mechanism to operate, a labile hydrogen atom should be available on the hydroxyl group adjacent to the carbaldehyde functionality. Copyright

Novel photohydration of non-conjugated aryl/olefin bichromophores within cyclodextrin cavities

Cyclodextrin media are used to achieve photochemical water addition to isolated, acyclic double bonds via intramolecular interaction with excited arenes.

4-HYDROXY-BENZOPYRAN-2-ONES AND 4-HYDROXY-CYCLOALKYL[B]PYRAN-2-ONES USEFUL TO TREAT RETROVIRAL INFECTIONS

The present invention relates to compounds of formula I which are 4-hydroxy-benzopyran-2-ones and 4-hydroxy-cycloalkyl[b]pyran-2-ones useful for inhibiting a retrovirus in a mammalian cell infected with said retrovirus. STR1 Wherein R 10 and R 20 taken together are: STR2

Photochemical Reactions of o-Alkenylphenols and 1-Alkenyl-2-naphthol with Alkylamines: Amination via Photoinduced Proton Transfer

Irradiation of o-alkenylphenols 1a-c and 2a-e in the presence of alkylamines gave o-(1-alkylaminoalkyl)phenols 4a-n and 5a-e in relatively good yields.Deprotonation of these o-alkenylphenols by the amines occurs in the excited singlet state to give the excited singlet state of the phenolate anion 7 and the ammonium ion.The proton transfer from the ammonium ion to the alkenyl group of 7 generates the zwitterion 8 that allows the nucleophilic addition of the amine at the benzylic cation centre.Similar photoamination of 1-(2-methylpropenyl)-2-naphthol 3 with alkylamines occured to give 1-(1-alkylamino-2-methylpropyl)-2-naphthols 6a-b.