52095-42-8Relevant academic research and scientific papers
Rhodium-Catalyzed Hydrocarboxylation of Olefins with Carbon Dioxide
Kawashima, Shingo,Aikawa, Kohsuke,Mikami, Koichi
, p. 3166 - 3170 (2016/07/19)
The catalytic hydrocarboxylation of styrenes derivatives and α,β-unsaturated carbonyl compounds with CO2(101.3 kPa) in the presence of an air-stable rhodium catalyst was explored. The combination of [RhCl(cod)]2(cod = cyclooctadiene) as a catalyst and diethylzinc as a hydride source allowed for effective hydrocarboxylation and provided the corresponding α-aryl carboxylic acids in moderate to excellent yields. In this catalytic process with carbon dioxide, intervention of the RhI–H species, which could be generated from the RhIcatalyst and diethylzinc, was clarified. Significantly, the catalytic asymmetric hydrocarboxylation of α,β-unsaturated esters with carbon dioxide was also performed by employing a cationic rhodium complex possessing (S)-(–)-4,4′-bi-1,3-benzodioxole-5,5′-diylbis(diphenylphosphine) [(S)-SEGPHOS] as a chiral diphosphine ligand. A plausible model for asymmetric induction was proposed by determination of the absolute configuration of the product.
Iodine-promoted oxidative conversion of o-vinyl diaryl ketones into o-acetyl diaryl ketones, synthesis of 1-methyl-4-arylphthalazines as analogues of podophyllotoxin
Harikrishna, Kommidi,Mukkamala, Ramesh,Hinkelmann, Bettina,Sasse, Florenz,Aidhen, Indrapal Singh
, p. 1066 - 1075 (2014/03/21)
A new method is described for the metal-free oxidation of o-vinyl diaryl ketones in the presence of molecular iodine or N-iodosuccinimide to give o-acetyl diaryl ketones. This transformation involves the initial formation of an iodohydrin, and the o-carbo
Iodine-promoted oxidative conversion of o-vinyl diaryl ketones into o-acetyl diaryl ketones, synthesis of 1-methyl-4-arylphthalazines as analogues of podophyllotoxin
Harikrishna, Kommidi,Mukkamala, Ramesh,Hinkelmann, Bettina,Sasse, Florenz,Aidhen, Indrapal Singh
, p. 1066 - 1075 (2015/10/05)
A new method is described for the metal-free oxidation of o-vinyl diaryl ketones in the presence of molecular iodine or N-iodosuccinimide to give o-acetyl diaryl ketones. This transformation involves the initial formation of an iodohydrin, and the o-carbo
Photochemical studies on aromatic γ,δ-epoxy ketones: Efficient synthesis of benzocyclobutanones and indanones
Shao, Yutian,Yang, Chao,Gui, Weijun,Liu, Yang,Xia, Wujiong
supporting information; experimental part, p. 3560 - 3562 (2012/06/04)
Irradiation of terminal aromatic γ,δ-epoxy ketones with a 450 W UV lamp led to Norrish type II cyclization/semi-pinacol rearrangement cascade reaction which formed the benzocyclobutanones containing a full-carbon quaternary center, whereas irradiation of substituted aromatic γ,δ-epoxy ketones led to the indanones through a photochemical epoxy rearrangement and 1,5-biradicals cyclization tandem reaction.
Synthesis of ketones from acyl chlorides and triorganoindium reagents by Pd-catalyzed cross-coupling
Croix,Balland-Longeau,Duchene,Thibonnet, Jerome
, p. 3261 - 3270 (2007/10/03)
Triorganoindium reagents prepared from indium tribromide and 3 equiv of organolithium reagents react with acyl chlorides in palladium-catalyzed cross-coupling for preparation of new ketones. Copyright Taylor & Francis Group, LLC.
Cross-coupling reaction of organostannanes with aryl halides catalyzed by nickeltriphenylphosphine or nickel-lithium halide complex
Shirakawa, Eiji,Yamasaki, Kenji,Hiyama, Tamejiro
, p. 1544 - 1549 (2007/10/03)
A nickel(0) complex used in combination with lithium bromide was found to enhance the rate of the cross-coupling reaction of aryl halides with organostannanes, whereas a Ni(0) catalyst combined with Ph3P was applicable to a wide variety of aryl halides including aryl chlorides.
Methyleneketones and Methylenecarbenes. XVI. The Formation of Diphenylfuran-2-ones and 3-Phenylphthalide as Minor Products of the Pyrolysis of Diphenylmethyl Propiolate
Brown, Roger F. C.,Eastwood, Frank W.,Chaichit, Narongsak,Gatehouse, Bryan M.,Pfeiffer, Jan M.,Woodroffe, David
, p. 1467 - 1481 (2007/10/02)
The formation of a mixture of lactones as a minor product of the flash vacuum pyrolysis of diphenylmethyl propiolate (1) has been investigated further.The diphenylfuran-2-ones (3), (4), and (5) are shown to be formed through an intramolecular insertion reaction of the methylenecarbene (2), formed from (1) at 640 deg, which leads to 5,5-diphenylfuran-2(5H)-one (3) as the primary product. 3-Phenylphthalide (8) is apparently formed by intramolecular Diels-Alder addition of the CC bond of (1) to one phenyl ring which acts as the diene component, followed by loss of acetylene from an intermediate barrelene derivative (10).This is confirmed by a deuterium labelling experiment. 1-Phenyl-2-benzoxepin-3(1H)-one (7), considered at first as a possible intermediate in the pyrolysis of (1), is synthesized in six steps from 2-aminobenzophenone, and its X-ray structure determination is reported.On pyrolysis at 640 deg/0.07 mm (7) decarbonylates smoothly to give 2-vinylbenzophenone.
