42137-04-2Relevant academic research and scientific papers
Cyclic Ether Synthesis via Palladium-Catalyzed Directed Dehydrogenative Annulation at Unactivated Terminal Positions
Thompson, Samuel J.,Thach, Danny Q.,Dong, Guangbin
supporting information, p. 11586 - 11589 (2015/09/28)
Here, a palladium-catalyzed functionalization of unactivated sp3 C-H bonds with internal alcohol nucleophiles is described. Directed by an oxime-masked alcohol, annulation chemoselectively occurs at the β position, leading to a range of aliphatic cyclic ethers with four- to seven-membered rings. Tethered primary, secondary, and tertiary free hydroxyl groups can all react to give the corresponding cyclized products. In addition, benzyl and silyl protected alcohols can also be directly coupled. An sp3 C-H activation/intramolecular SN2 pathway was proposed.
Dialkylaluminum N, O -dimethylhydroxylamine complex as a reagent to mask reactive carbonyl groups in situ from nucleophiles
Barrios, Francis J.,Zhang, Xuechao,Colby, David A.
supporting information; experimental part, p. 5588 - 5591 (2011/02/23)
Aluminum complexes of N,O-dimethylhydroxylamine are effective reagents to mask carbonyl groups in situ from nucleophilic addition by organolithiums, Grignard reagents, and borohydrides. The utility of this process by selectively adding nucleophiles into carbonyl groups on a variety of structures as well as distinguishing between carbonyl groups on a sensitive natural product is demonstrated. 1H NMR analysis supports the in situ masking of the more reactive carbonyl group.
[1,2,4 ]TRIAZOLO [1,5-A]PYRIMIDIN-2-YLUREA DERIVATIVE AND USE THEREOF
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Page/Page column 29, (2008/06/13)
Novel [1,2,4]triazolo[1,5-a]pyrimidine derivative of the general formula (1): (1) its prodrug or a pharmaceutically acceptable salt thereof, which exhibits an antigen presentation inhibiting activity and is useful as a preventive and/or therapeutic agent for immunological rejection and/or graft versus host reaction in organ/bone marrow transplant, autoimmune disease, allergic disease and/or inflammatory disease and also useful as an anticancer drug or as an immunological tolerance inducer for transplanted organ/transplanted bone marrow.
Functionalization of non-activated C-H bonds in ketones and imines with HF/SbF5/CCl4
Thibaudeau, Sébastien,Martin-Mingot, Agnès,Jouannetaud, Marie-Paule,Jacquesy
, p. 6643 - 6649 (2007/10/03)
Reaction of cyclic ketones 2-6 and imines 15-17 in HF/SbF5 in presence of CCl4 yield hydroxy or fluoroderivatives, hydride abstraction occurring at a site located far from the functional group. Whereas ketones 2-5 yield only hydroxy derivatives, through cyclic carboxonium ion, imines 15, 16 N-protonated in the media conditions give only fluoroderivatives 18, 19, respectively, after quenching with HF-pyridine. Ring contraction is operative when starting from large membered ring ketones 24 and 25, and imine 26, leading to a mixture of hydroxy or fluoro cyclohexanones and/or cycloheptanones.
Selective oxidation of terminal isopropyl groups to tertiary alcohols by electrochemical methodology
Maki, Shojiro,Konno, Katsuhiro,Takayama, Hiroaki
, p. 7067 - 7070 (2007/10/03)
Selective oxidation of terminal isopropyl groups to the corresponding tertiary alcohols by an electrochemical method is described. Under the conditions using the TI(TFA)3-hematoporphyrin-O2- cathode reduction system, several substrates such as cholesterol (1) and Grundmann's alcohol (3) gave the corresponding tertiary alcohols 2 and 4, respectively, in reasonable yield.
Fluorination or hydroxylation of non activated C-H bonds in amides and ketones using CCl4 or NBS in superacids
Martin, Agnes,Jouannetaud, Marie-Paule,Jacquesy, Jean-Claude
, p. 2967 - 2970 (2007/10/03)
Amides and ketones are fluorinated or hydroxylated in HF-SbF5 in the presence of CCl4 or NBS, reaction occurring at a carbon far located from the functional group.
Oxidation of alcohols by perfluoro-cis-2,3-dialkyl oxaziridines
DesMarteau,Petrov,Montanari,Pregnolato,Resnati
, p. 7245 - 7248 (2007/10/02)
Perfluoro-cis-2,3-dialkyloxaziridines oxidize secondary alcohols 2 to the corresponding ketones 4 at room temperature. The reaction has been carried out with uniformly high yields on simple acyclic alcohols as well as more complex substrates such as α-hydroxy esters, borneols, and sterols.
REMOTE OXIDATION OF KETONES TO γ- AND δ-DIKETONES
Troyanskii, E.I.,Mizintsev, V. V.,Lazareva, M. I.,Demchuk, D. V.,Nikishin, G. I.
, p. 1879 - 1884 (2007/10/02)
A single stage remote oxidation of ketones to γ- and δ-diketones has been carried out in a sodium peroxysulfate-iron(II) sulfate system.
Electroreductive Intermolecular Coupling of Ketones with Olefins
Shono, Tatsuya,Kashimura, Shigenori,Mori, Yasuo,Hayashi, Takashi,Soejima, Takeshi,Yamaguchi, Yoshihide
, p. 6001 - 6003 (2007/10/02)
Electroreductive coupling of ketones with a variety of olefins such as 1-olefins, dienes, and trienes afforded the corresponding tertiary alcohols in good yields and high regioselectivity.
Tandem 1,5-Hydrogen Transfer and Decarbonylation in the Flash Vacuum Pyrolysis of 5-Vinyl-3-methyl-1,2-dioxane
Bloodworth, A. J.,Curtis, Richard J.
, p. 1674 - 1676 (2007/10/02)
Intramolecular 1,5-transfer of a primary hydrogen atom is the dominant behaviour in dioxyl diradicals formed by flash vacuum pyrolysis of 5-substituted 3-methyl-1,2-dioxanes and is followed by decarbonylation when the substituent is the vinyl group.
