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.
Aerobic Copper-Catalyzed Salicylaldehydic Cformyl?H Arylations with Arylboronic Acids
Xiao, Lin,Lang, Tao-Tao,Jiang, Ying,Zang, Zhong-Lin,Zhou, Cheng-He,Cai, Gui-Xin
, p. 3278 - 3283 (2021/02/01)
We report a challenging copper-catalyzed Cformyl?H arylation of salicylaldehydes with arylboronic acids that involves unique salicylaldehydic copper species that differ from reported salicylaldehydic rhodacycles and palladacycles. This protocol has high chemoselectivity for the Cformyl?H bond compared to the phenolic O?H bond involving copper catalysis under high reaction temperatures. This approach is compatible with a wide range of salicylaldehyde and arylboronic acid substrates, including estrone and carbazole derivatives, which leads to the corresponding arylation products. Mechanistic studies show that the 2-hydroxy group of the salicylaldehyde substrate triggers the formation of salicylaldehydic copper complexes through a CuI/CuII/CuIII catalytic cycle.
