6624-02-8

Usage

InChI:InChI=1/C21H18O2/c22-20(17-10-4-1-5-11-17)16-21(23,18-12-6-2-7-13-18)19-14-8-3-9-15-19/h1-15,23H,16H2

Upstream product

• 60-29-7 diethyl ether 
• 62961-62-0 (Z)-3-hydroxy-1,3-diphenyl-2-propen-1-one 
• 119-61-9 benzophenone 
• 25445-76-5 acetophenone N-ethoxycarbonylhydrazone 
• 76283-96-0 1,1-Diphenyl-2-(2-phenyl-[1,3]dithian-2-yl)-ethanol 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 1522-13-0 1,1,3-triphenylprop-2-yn-1-ol 
• 120-46-7 1,3-diphenylpropanedione 
• 100-58-3 phenylmagnesium bromide 
• 73510-68-6 (2-Phenyl-1,3-dithian-2-yl)essigsaeure-ethylester 
• 108-86-1 bromobenzene 
• 78485-09-3 3,3,5-Triphenyl-1,2-dioxacyclopentane 
• 606-86-0 1,3,3-triphenylpropan-1-one 
• 530-48-3 1,1-Diphenylethylene 

Downstream Products

• 849-01-4 1,3,3-triphenylprop-2-en-1-one 
• 119-61-9 benzophenone 
• 98-86-2 acetophenone 
• 2515-48-2 1,3,5,5-tetraphenyl-4,5-dihydro-1H-pyrazole 
• 408521-43-7 2-bromo-1,3,3-triphenyl-propenone 
• 612-96-4 2-Phenylquinoline 
• 614-47-1 1,3-diphenyl-propen-3-one 

Relevant academic research and scientific papers

Isopropylmagnesium chloride-promoted unilateral addition of Grignard reagents to β-diketones: One-pot syntheses of β-tertiary hydroxyl ketones or 3-substituted cyclic-2-enones

The regioselective unilateral additions of Grignard reagents to acyclic or cyclic β-diketones were effectively promoted by sub-stoichiometric amounts of i-PrMgCl to afford β-tertiary hydroxyl ketones or 3-substituted cyclic-2-enones, respectively. Also, the addition of Grignard reagents to acyclic β-diketones followed by a reaction with cyclic β-diketones in a one-pot process was put forward. The reaction mechanism was discussed in detail to explain the high regioselectivity via chemical experiments, hydrogen-deuterium exchange and mass spectrometry.

Versatile methodology to hydrate alkynes, in the presence of a wide variety of functional groups, with mercury(II) p-toluensulfonamidate, under catalytic, mild, and neutral conditions

A method to generate carbonylic compounds from alkynes under mild and neutral conditions, with excellent functional group compatibility and good yields, is described. Hydration takes place under catalytic conditions by using 0.1 to 0.2 equivalents of the easily available and inexpensive mercury(II) p-toluensulfonamidate in a hydroalcoholic solution. After use, the catalyst is rendered inert and/or recycled. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.

Novel photo-rearrangements of 3,3,5-triaryl-1,2-dioxolanes: Evidence for 1,5-dioxyl diradical intermediates

3-(p-Methoxyphenyl)-substituted 1,2-dioxolanes undergo novel photo-rearrangements to afford 1,3-diaryl-3-(p-methoxyphenoxy)propan-1-ones along with 1,3,3-triaryl-3-hydroxypropan-1-ones via 1,5-dioxyl diradical intermediates.

Electron Transfer Photofragmentations of 3-Phenylpropiophenones

Photolysis of 3-phenylpropiophenones 1 a-d in the presence of 2,4,6-triphenylpyrylium tetrafluoroborate (TPT) yields the corresponding α,β-unsaturated ketones 2 a-c and 1 d (from 1c), together with acetophenone (3), benzophenone (4), benzoic acid (5) and benzaldehyde (6), presumably by fragmentations of the radical cation 1+*, generated via a single electron transfer process from 1 to the excited TPT.

Oxidation of Alkenes and Sulphides with a Series of Hydroperoxides having Electron-withdrawing Substituents at the α-Position

The oxidations of alkenes and sulphides with a series of hydroperoxides, α-hydroperoxy-α-methoxyacetophenone (1), α-hydroperoxy-α,α-diphenylacetophenone (2), methyl α-hydroperoxy-α,α-diphenylacetate (3), and α-hydroperoxy-α,α-diphenylacetonitrile (4), were undertaken in a systematic fashion.The data revealed the following. (a) The reactions of electron-rich alkenes (11a and b) with hydroperoxides (1)-(4) are most likely to proceed by a mechanism similar to that with peracids, as do the oxidations of sulphides (5a-e). (b) For the reaction of less reactive alkenes (11f-k) with hydroperoxide (1) in the presence of oxygen, epoxidation by benzoylperoxyl radical contributes to a significantextent.The reaction with hydroperoxide (2) at 60 deg C also seems to proceed by a mechanism involving benzoylperoxyl radical, whereas a molecular epoxidation mechanism is important for the reaction at 30 deg C.Perhaps in accord with this, the reaction of 1,1-disubstituted ethylenes (11c-e) with hydroperoxides (1) and (2) results in the formation of considerable amounts of benzoylated products (13) and (14). (c) For the epoxidation with hydroperoxides (3) and (4), however, a molecular epoxidation process seems to predominate.The exception is the reaction of hydroperoxide (3) with (Z)-2-phenylbut-2-ene and (Z)-stilbene, having very poor reactivity, in which a peroxyl radical, produced by hydrogen abstraction from the hydroperoxide (3), plays an important role in the epoxidation.

1,4-DIANION OF ACETOPHENONE N-ETHOXYCARBONYLHYDRAZONE AS A SYNTHETIC INTERMEDIATE

Various β-hydroxyketones and α,β-unsaturated ketones were prepared by the reaction of aldehydes and ketones with 1,4-dianion (2) which is derived from acetophenone N-ethoxycarbonylhydrazone (1) with butyllithium.In the reaction of 2 with carbonyl compounds such as ester, amide, acid anhydride, acyl chloride, and alkyl carbonate, pyrazole derivatives were obtained in good yields.