55136-52-2Relevant academic research and scientific papers
Gas-liquid segmented flow microfluidics for screening copper/tempo-catalyzed aerobic oxidation of primary alcohols
Vanoye, Laurent,Pablos, Mertxe,De Bellefon, Claude,Favre-Réguillon, Alain
, p. 739 - 746 (2015/03/18)
Aerobic oxidation using a combination of copper salts and 2,2,6,6-tetramethylpiperidine N-oxyl (TEMPO) represent useful tools for organic synthesis and several closely related catalyst systems have been reported. To gain further insights, these catalytic systems were evaluated in a gas-liquid segmented flow device. The improvement of oxygen mass transfer has a significant influence on the turnover-limiting step. Hence, an improved catalytic system using copper(II) as copper source was implemented in a microreactor for the safe and efficient oxidation of primary alcohol.
Synthesis and field evaluation of synthetic blends of the sex pheromone of crocidosema aporema (lepidoptera: Tortricidae) in soybean
Gonza?lez, Andre?s,Altesor, Paula,Alves, Leticia,Liberati, Paola,Silva, Horacio,Ramos, Juan,Carrera, Ignacio,Gonza?lez, David,Seoane, Gustavo,Rossini, Carmen,Castiglioni, Enrique,Gamenara, Daniela
, p. 1997 - 2002 (2013/05/08)
Crocidosema (= Epinotia) aporema (Walsingham) (Lepidoptera: Tortricidae) is a bud borer that feeds on soybean and forage legumes. Its economic importance is restricted to South America, where it can alternate throughout the year between forage and grain legumes. The sex pheromone of C. aporema females is composed of a 15:1 mixture of (7Z,9Z)-dodeca-7,9-dien-1-ol and (7Z,9Z)- dodeca-7,9-dienyl acetate. Aiming at the development of a monitoring tool, it was synthesized both components of the pheromone and evaluated male captures in pheromone traps baited with different blends of synthetic pheromone, in an experimental soybean field in Uruguay. The conjugated dienes were obtained from 2-pentyn-1-ol and 1,7-heptanediol, by oxidation of the former, Wittig coupling and Zn-catalyzed reduction of the triple bond. The 1:1 mixture was the most efficient in capturing males. The pheromone traps were attractive for up to 40 days, even with small septum loads (0.1 mg) and low population levels.
The conjugate addition-Peterson olefination reaction for the preparation of cross-conjugated cyclopentenone, PPAR-γ ligands
Iqbal, Mazhar,Duffy, Patricia,Evans, Paul,Cloughley, George,Allan, Bernard,Lledo, Agusti,Verdaguer, Xavier,Riera, Antoni
supporting information; experimental part, p. 4649 - 4661 (2009/03/12)
5-Alkylidenecyclopent-2-enones 15a-q may be prepared via a conjugate addition-Peterson olefination sequence, best achieved in one-pot, using exo-2-trimethylsilyl-3a,4,7,7a-tetrahydro-4,7-methanoinden-1-one 12, followed by a retro-Diels-Alder reaction. The geometry of the exocyclic alkene may be controlled according to the use of organometallic species in the conjugate addition step; organocuprate reagents are found to selectively lead to the formation of E-exocyclic alkene adducts, whereas Grignard reagents favour the formation of Z-alkenyl isomers. The use of enantiomerically enriched 12, accessed from an asymmetric Pauson-Khand reaction, affords the corresponding enantioenriched 5-alkylidenecyclopent-2-enones and this approach is exemplified by the short, stereoselective total syntheses of two cyclopentenone phytoprostanes 51 and 13,14-dehydrophytoprostane J165. The ability of this family of synthetic compounds to activate the peroxisome proliferator activated receptor-γ is reported.
N-(3-(4-substituted-1-piperidinyl)-1-phenylpropyl) substituted sulfonamides as NK-3 receptor antagonists
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Page/Page column 22, (2010/11/30)
The present invention provides a method of treatment of a subject suffering from a disease, such as schizophrenia, for which the administration of an NK-3 antagonist is indicated which comprises administering to that subject a therapeutically effective amount of a compound of formula I: wherein, generally, Q is R1 is benzyl, phenyl, thiophene or imidazolyl optionally substituted with C1-4alkyl or halogen, such as methyl, fluorine or bromine; R2 is hydrogen or C1-4alkyl such as methyl; R3 is phenyl; R4 is hydrogen; R5 is hydrogen or C1-6alkylcarbonyl such as methylcarbonyl; X is —SO2— or —C(O)N(R2)SO2— where R2 is preferably hydrogen; Y is a bond, CH2 or Z1 where Z1 is —N(Rf)— in which Rf is C1-6alkylcarbonyl such as ethylcarbonyl; and R6 is phenyl, pyrazolyl, pyridyl, pyrimidinyl or benzimidazolonyl optionally substituted with one or two groups chosen from C1-6alkyl and benzyl, such as methyl, ethyl and benzyl; or a pharmaceutically acceptable salt thereof.
A new method for oxidation of various alcohols to the corresponding carbonyl compounds by using n-t-butylbenzenesulfinimidoyl chloride
Matsuo, Jun-Ichi,Iida, Daisuke,Tatani, Kazuya,Mukaiyama, Teruaki
, p. 223 - 234 (2007/10/03)
Various primary and secondary alcohols were smoothly oxidized to the corresponding aldehydes and ketones by using a new oxidizing agent, N-t-butylbenzenesulfinimidoyl chloride (4a), in the coexistence of DBU or zinc oxide. The present oxidation proceeded under mild conditions via five-membered intramolecular proton-transfer of an alkyl arenesulfinimidate intermediate.
Efficient control of the diastereoselectivity and regioselectivity in the singlet-oxygen ene reaction of chiral oxazolidine-substituted alkenes by a remote urea NH functionality: Comparison with dimethyldioxirane and m-chloroperbenzoic acid epoxidations
Adam,Peters,Peters,Schambony
, p. 7228 - 7232 (2007/10/03)
The singlet-oxygen ene reaction and the epoxidation by DMD of chiral oxazolidine-substituted alkenes, equipped with a free urea NH functionality and a conformationally fixed double bond, proceed in high like diastereoselectivity (up to > 95:5); also a high regioselectivity was found for the 1O2 ene reaction. Capping of the free NH functionality by methylation erases this like selectivity for both oxidants and significantly reduces the regioselectivity in the ene reaction. These data demonstrate effective hydrogen bonding between the remote urea NH functionality and the oxidant that favors the like attack on the C-C double bond. For 1O2, the hydrogen bonding in the exciplex results in preferred hydrogen abstraction from the alkyl group cis to the directing urea functionality.
