101758-35-4Relevant articles and documents
Chromium pillared clay catalysed allylic oxidation and oxidative deprotection of allyl ethers and amines : A simple and convenient procedure
Choudary, Boyapati M.,Prasad, Annavajhula Durga,Swapna, Vinukonda,Valli, Velaga L. K.,Bhuma, Vedantam
, p. 953 - 962 (1992)
An efficient method for allylic oxidation of cyclic and acyclic alkenes to the corresponding α,β-unsaturated carbonyl compounds in good yields was described using catalytic amounts of chromiapillared montmorillonite and equimolar quantities of tert-butyl hydroperoxide. This is also a convenient method for selective oxidative deprotection of allyl ethers and amines using same system. Incidentally this is the first heterogeneous system for the allylic oxidation as well as oxidative deprotection.
Hydrogenation of phenol using silica-supported Pd and PdAu catalysts in the presence of H2 and O2
Okada, Shusuke,Fujiwara, Kensei,Kamegawa, Takashi,Mori, Kohsuke,Yamashita, Hiromi
, p. 1057 - 1059,3 (2012)
2-Cyclohexen-1-one can be synthesized from phenol using silica-supported Pd catalyst by hydrogenation under coexisting hydrogen and oxygen gases. The effects of hydrogen and oxygen ratio, solvent, and alloying Pd with Au were investigated. Similar transfo
CeO2-Supported Pd(II)-on-Au Nanoparticle Catalyst for Aerobic Selective α,β-Desaturation of Carbonyl Compounds Applicable to Cyclohexanones
Jin, Xiongjie,Mizuno, Noritaka,Takei, Daisuke,Yabe, Tomohiro,Yamaguchi, Kazuya,Yatabe, Takafumi
, p. 5057 - 5063 (2020)
Direct selective desaturation of carbonyl compounds to synthesize α,β-unsaturated carbonyl compounds represents an environmentally benign alternative to classical stepwise procedures. In this study, we designed an ideal CeO2-supported Pd(II)-on-Au nanoparticle catalyst (Pd/Au/CeO2) and successfully achieved heterogeneously catalyzed selective desaturation of cyclohexanones to cyclohexenones using O2 in air as the oxidant. Besides cyclohexenones, various bioactive enones can also be synthesized from the corresponding saturated ketones under open air conditions in the presence of Pd/Au/CeO2. Preliminary mechanistic studies revealed that α-C-H bond cleavage in the substrates is the turnover-limiting step of this desaturation reaction.
Vanadium phosphorus oxide modified by silver doping: A highly effective catalyst for allylic oxidation of cycloolefins
Liu, Junhua,Wang, Fang,Ma, Zhenmao,Lin, Jun,Gu, Zhenggui
, p. 103 - 107 (2011)
Allylic oxidation of cycloolefins was carried out over Ag-VPO catalyst using tert-butyl hydroperoxide (TBHP) as oxidant in argon atmosphere, under our reaction conditions, attack of the activated C-H bonds was preferred instead of the epoxidation of C=C bond and corresponding α, β-enones were obtained as the main products. It is a high yielding, safe and eco-friendly method.
Investigations into an anionic oxy-Cope/transannular conjugate addition approach to 7,20-diisocyanoadociane
Roosen, Philipp C.,Vanderwal, Christopher D.
, p. 4368 - 4371 (2014)
An anionic oxy-Cope/transannular conjugate addition approach to the potent antimalarial 7,20-diisocyanoadociane is presented. The unexpected formation of undesired diastereomers in the key reaction led to the structural reassignment of previous products of this type of cascade and a reevaluation of the reversibility of the transannular ring closure. During efforts to coax the reaction toward the desired product, a transannular ene reaction provided tricyclic compounds relevant to the kempane diterpenoids.
Old yellow enzyme-catalyzed dehydrogenation of saturated ketones
Schittmayer, Matthias,Glieder, Anton,Uhl, Michael K.,Winkler, Andreas,Zach, Simone,Schrittwieser, Joerg H.,Kroutil, Wolfgang,MacHeroux, Peter,Gruber, Karl,Kambourakis, Spiros,Rozzell, J. David,Winkler, Margit
, p. 268 - 274 (2011)
Enzymes from extremophiles have always been of great interest for biotechnology because of their ruggedness against various stress factors. We have isolated, cloned, heterologously expressed and characterized a thermostable old yellow enzyme (OYE) from Geobacillus kaustophilus. In addition to the expected 'enone' reduction, GkOYE also catalyzes the reverse reaction, i.e., the desaturation of C-C bonds adjacent to a carbonyl to give the corresponding α,β-unsaturated ketone. The reaction proceeds at the expense of molecular oxygen without the need for a nicotinamide cofactor and represents an environmentally benign alternative to known chemical dehydrogenation methods.
Palladium-catalyzed oxidation of cyclohexanones to conjugated enones using molecular oxygen
Tokunaga, Makoto,Harada, Saki,Iwasawa, Tetsuo,Obora, Yasushi,Tsuji, Yasushi
, p. 6860 - 6862 (2007)
Oxidation of cyclohexanones into conjugated enones with molecular oxygen as oxidant was achieved by palladium catalysts. A catalyst system consists of 1 mol % Pd(OCOCF3)2 and 5,5′-dimethyl-2,2′-bipyridine accomplished maximum 84% yield for the oxidation of cyclohexanone and 51-78% yields for 4-substituted-cyclohexanones.
BENZIMIDAZOLE AND HYDROGENATED CARBAZOLE DERIVATIVES AS GPX4 INHIBITORS
-
, (2021/03/05)
This present disclosure relates to compounds with ferroptosis inducing activity, a method of treating a subject with cancer with the compounds, and combination treatments with a second therapeutic agent.
Bidentate Nitrogen-Ligated I(V) Reagents, Bi(N)-HVIs: Preparation, Stability, Structure, and Reactivity
Xiao, Xiao,Roth, Jessica M.,Greenwood, Nathaniel S.,Velopolcek, Maria K.,Aguirre, Jordan,Jalali, Mona,Ariafard, Alireza,Wengryniuk, Sarah E.
, p. 6566 - 6576 (2021/05/06)
Hypervalent iodine(V) reagents are a powerful class of organic oxidants. While the use of I(V) compounds Dess-Martin periodinane and IBX is widespread, this reagent class has long been plagued by issues of solubility and stability. Extensive effort has been made for derivatizing these scaffolds to modulate reactivity and physical properties but considerable room for innovation still exists. Herein, we describe the preparation, thermal stability, optimized geometries, and synthetic utility of an emerging class of I(V) reagents, Bi(N)-HVIs, possessing datively bound bidentate nitrogen ligands on the iodine center. Bi(N)-HVIs display favorable safety profiles, improved solubility, and comparable to superior oxidative reactivity relative to common I(V) reagents. The highly modular synthesis and in situ generation of Bi(N)-HVIs provides a novel and convenient screening platform for I(V) reagent and reaction development.
Palladium-Mediated Remote Functionalization in γ- And ?-Arylations and Alkenylations of Unblocked Cyclic Enones
Saini, Gaurav,Mondal, Arpan,Kapur, Manmohan
supporting information, p. 9071 - 9075 (2019/11/14)
We report herein an extensive investigation of simple and regioselective endo- as well as exo-γ-arylations of silyl-dienol ethers of unblocked cyclic enones with the utilization of palladium-catalyzed, modified Kuwajima-Urabe conditions. We have also successfully explored a new exo-?-arylation of silyl-trienol ethers of π-extended cyclic enones. In addition, we also report, herein, exclusive γ- and ?-alkenylation of silyl-dienol and silyl-trienol ethers of cyclic enones.
