117-99-7Relevant academic research and scientific papers
Hydroxylation of benzophenone with ammonium phosphomolybdate in the solid state via UV photoactivation
Basu, Mrinmoyee,Sarkar, Suresh,Pande, Surojit,Jana, Subhra,Kumar Sinha, Arun,Sarkar, Sougata,Pradhan, Mukul,Pal, Anjali,Pal, Tarasankar
, p. 7191 - 7193 (2009)
UV photoactivation of a mixture of benzophenone and ammonium phosphomolybdate (APM) in the solid state splits adsorbed moisture, resulting in selectively hydroxylated benzophenone and leaving an electron trapped in green (reduced) solid APM. The Royal Soc
Selective Preparation of Xanthones from 2-Bromofluorobenzenes and Salicylaldehydes via Palladium-Catalyzed Acylation-SNAr Approach
Shen, Chaoren,Wu, Xiao-Feng
, p. 1269 - 1273 (2016)
A regioselective pathway for the preparation of xanthones from 2-bromofluorobenzenes and salicylaldehydes has been developed. The reaction proceeded through palladium-catalyzed acylation-SNAr sequence. Good to moderate yields of the desired xanthones were prepared in one step. Based on the results of control experiments, a possible reaction mechanism has been proposed.
Palladium-catalyzed coupling reaction of salicylaldehydes with aryl iodides via cleavage of the aldehyde C-H bond
Satoh, Tetsuya,Itaya, Tomoaki,Miura, Masahiro,Nomura, Masakatsu
, p. 823 - 824 (1996)
It has been found that the cross-coupling reaction of salicylaldehydes with aryl iodides smoothly proceeds by using a catalyst system of PdCl2/LiCl in the presence of Na2CO3 as base to give the corresponding 2-aroylphenols in good yields, which appears to involve cleavage of the aldehyde C-H bond.
First direct access to 2-hydroxybenzophenones via nickel-catalyzed cross-coupling of 2-hydroxybenzaldehydes with aryl iodides
Nowrouzi,Zarei,Roozbin
, p. 102448 - 102453 (2015)
An efficient, inexpensive and reusable NiCl2·6H2O/n-Bu4NBr catalytic system is described for the direct C-H arylation of 2-hydroxybenzaldehydes with aryl iodides for the first time.
Rh(III)-catalyzed aldehyde C-H bond functionalization of salicylaldehydes with arylboronic acids
Wang, Dahai,Cui, Sunliang
, p. 8511 - 8516 (2015)
A Rh(III)-catalyzed aldehyde C-H bond functionalization of salicylaldehydes with arylboronic acids has been developed, with features of mild reaction condition and high efficiency. Furthermore, the functionalized 2-hydroxybenzophenone could be subject to divergent synthesis of heterocycles.
PdCl2/DABCO-catalyzed direct arylation of 2-hydroxybenzaldehydes in H2O
Nowrouzi, Najmeh,Tarokh, Dariush
, p. 1493 - 1497 (2016)
In this paper the successful application of DABCO both as base and as ligand for efficient coupling reactions of aryl iodides and bromides with 2-hydroxybenzaldehydes in the presence of catalytic amounts of PdCl2 in water as solvent was introduced.
Intramolecular photocyclization of 2-acylphenyl methacrylates: A convenient access to 4,5-dihydro-1,4-epoxy-2-benzoxepin-3(1H)-ones =benzo[c]-6,8- dioxabicyclo [3.2.1]octan-7-ones
Nishio, Takehiko,Sakurai, Nobuharu,Iba, Kaoru,Hamano, Yo-Ichi,Sakamoto, Masami
, p. 2603 - 2609 (2005)
The photochemical reactions of 2-acylphenyl methacrylates (=2-acylphenyl 2-methylprop-2-enoates) 1 were investigated. Irradiation of 2-acylphenyl methacrylates 1a-d in MeCN gave the tricyclic lactones 2a-d in good yields, together with a small amount of O-C=O bond cleavage product, the 2-acylphenols 3a-d (Scheme 2, Table). The formation of the tricyclic lactones 2 probably follows a mechanism involving a 1,7-diradical through ζ-H abstraction (1,8-H transfer) by the excited carbonyl O-atom (Scheme 3). Irradiation of 2-acylphenyl tiglate (=2-acylphenyl (2E)-2-methylbut-2-enoate) 1e and 2-acylphenyl methacrylates 1g-i, substituted by a MeO group (δ-H) at the 3,5-positions of the phenylgroup, also gave the tricyclic lactones 2e and 2g-i, but in low yields. On the other hand, no H-abstraction products were observed on irridation of 2-(ethoxycarbonyl)phenyl methacrylate 1f, of 2-acylphenyl methacrylate 1j which is substituted by a Me group (γ-H) at the 3,5-positions of the phenyl group, and of 1k with an OH group at the 3-position of the phenyl group.
AN INTRAMOLECULAR OXENOID OXIDATION
Kumar, Shailendra,Murray, Robert W.
, p. 4781 - 4782 (1980)
Photooxidation of diphenyldiazomethane and 9-diazofluorene leads to the intramolecular oxenoid oxidation products, o-hydroxybenzophenone and 1-hydroxyfluorenone, respectively.
Palladium-catalyzed direct C-H arylation of 2-hydroxybenzaldehydes with organic halides in neat water
Nowrouzi, Najmeh,Motevalli, Somayeh,Tarokh, Dariush
, p. 224 - 230 (2015)
The palladium-catalyzed cross-coupling of 2-hydroxybenzaldehydes with organic halides proceeds in the presence of n-Bu4NBr in H2O producing the corresponding 2-hydroxybenzophenones in high yields.
Substituent and Surfactant Effects on the Photochemical Reaction of Some Aryl Benzoates in Micellar Green Environment?
Siano, Gastón,Crespi, Stefano,Bonesi, Sergio M.
, p. 1298 - 1309 (2021/05/07)
In this study, we carried out preparative and mechanistic studies on the photochemical reaction of a series of p-substituted phenyl benzoates in confined and sustainable micellar environment. The aim of this work is mainly focused to show whether the nature of the surfactant (ionic or nonionic) leads to noticeable selectivity in the photoproduct formation and whether the electronic effects of the substituents affect the chemical yields and the rate of formation of the 5-substituted-2-hydroxybenzophenone derivatives. Application of the Hammett linear free energy relationship (LFER) on the rate of formation of benzophenone derivatives, on the lower energy band of the UV-visible absorption spectra of the aryl benzoates and 5-substituted-2-hydroxybenzophenone derivatives allows a satisfactory quantification of the substituent effects. Furthermore, UV-visible and 2D-NMR (NOESY) spectroscopies have been employed to measure the binding constant Kb and the location of the aryl benzoates within the hydrophobic core of the micelle. Finally, TD-DFT calculations have been carried out to estimate the energies of the absorption bands of p-substituted phenyl benzoates and 5-substituted-2-hydroxybenzophenone derivatives providing good linear correlation with those values measured experimentally.
