6779-08-4Relevant articles and documents
Chiral-phase capillary gas chromatography and mosquito repellent activity of some oxazolidine derivatives of (+)- and (-)-citronellol
Taylor,Schreck
, p. 534 - 539 (1985)
Fourteen stereoisomeric mixtures of six oxazolidine heterocycles and one amino alcohol were obtained from commercial samples of (+)-, (-)-, or (±)-citronellol (2) and evaluated in a cloth test system as mosquito repellents. A technical sample of 3-acetyl-
Facile Transformation of 1-Substituted F-1-Alkenyl Phosphates into Polyfluorinated 1,3-Dienes by Use of Phosphonium Ylides
Okada, Yoshiji,Kuroboshi, Manabu,Ishihara, Takashi
, p. 435 - 438 (1988)
1-Substituted F-1-alkenyl phosphates, easily prepared from F-alkyl ketones and sodium salt of diethyl phosphite were allowed to react with various phosphonium ylides in tetrahydrofuran or hexane at room temperature or at the reflux temperature of the solvent to lead to the corresponding polyfluorinated 1,3-diene derivatives in moderate to good yields.
Discovery and Synthesis of Caracolamide A, an Ion Channel Modulating Dichlorovinylidene Containing Phenethylamide from a Panamanian Marine Cyanobacterium cf. Symploca Species
Naman, C. Benjamin,Almaliti, Jehad,Armstrong, Lorene,Caro-Díaz, Eduardo J.,Pierce, Marsha L.,Glukhov, Evgenia,Fenner, Amanda,Spadafora, Carmenza,Debonsi, Hosana M.,Dorrestein, Pieter C.,Murray, Thomas F.,Gerwick, William H.
, p. 2328 - 2334 (2017)
A recent untargeted metabolomics investigation into the chemical profile of 10 organic extracts from cf. Symploca spp. revealed several interesting chemical leads for further natural product drug discovery. Subsequent target-directed isolation efforts wit
A highly selective tandem cross-coupling of gem-dihaloolefins for a modular, efficient synthesis of highly functionalized indoles
Fang, Yuan-Qing,Lautens, Mark
, p. 538 - 549 (2008/09/17)
(Chemical Equation Presented) A highly efficient method of indole synthesis using gem-dihalovinylaniline substrates and an organoboron reagent was developed via a Pd-catalyzed tandem intramolecular amination and an intermolecular Suzuki coupling. Aryl, alkenyl, and alkyl boron reagents are all successfully employed, making for a versatile modular approach. The reaction tolerates a variety of substitution patterns on the aniline leading to indoles with group at C2-C7. The orthogonal approach of the sequential copper- and palladium-mediated synthesis of 1,2-diarylindoles exploited the wide availability of diverse organoboron reagents.
A general modular method of azaindole and thienopyrrole synthesis via Pd-catalyzed tandem couplings of gem-dichloroolefins
Fang, Yuan-Qing,Yuen, Josephine,Lautens, Mark
, p. 5152 - 5160 (2008/02/07)
(Chemical Equation Presented) A palladium-catalyzed reaction of gem-dichloroolefins and a boronic acid via a tandem intramolecular C-N and intermolecular Suzuki coupling process gave corresponding substituted azaindoles or thienopyrroles. This method is a
x - a highly reactive titanium hydride and an active species in the McMurry reaction
Aleandri, Lorraine E.,Becke, Sigurd,Bogdanovic, Borislav,Jones, Deborah J.,Roziere, Jacques
, p. 97 - 112 (2007/10/02)
The complex reacts with catalytically-prepared solid magnesium hydride (MgH2*) or dissolved magnesium hydride (MgH'2) with evolution of hydrogen to give a highly reactive titanium hydride, x (1).The well-known low valent titanium species, obtained by reduction of TiCl3 with LiAlH4, utilized in the McMurry reaction, has been shown to be 1.An X-ray absorption spectroscopy study (EXAFS) of 1 reveals that the Ti absorber is surrounded by O (from THF) and Cl atoms plus two types of Ti neighbors.Possible structural models for 1 compatible with the EXAFS results are proposed.Complex 1 is an active reagent for the coupling reaction of benzophenone to give tetraphenylethene.During the reaction hydrogen is liberated and the inorganic side product has been shown to be titanium(III) oxychloride; thus the McMurry reaction employing 1 as the reagent can be described by . On the basis of these results, a new interpretation of the mechanism for the McMurry reaction is presented.Complex 1 also undergoes a number of carbenoid type reactions, which may proceed via a "titanium carbenoid" intermediate 9a-c. Key words: Titanium; Hydride; Magnesium; EXAFS
An Unusual Furan Ring-opening in the Reaction of Dihalocarbene with 1,3-Diphenylisobenzofuran
Narasimhan, K.,Kumar, P. Raja
, p. 512 - 513 (2007/10/02)
1,3-Diphenylisobenzofuran reacts with dihalocarbene, generated from haloform and sodium hydroxide, in the presence of benzyltriethyl-ammonium chloride as phase transfer catalyst to yield an unusual furan ring-opened product (I).Ia has been independently s
Syntheses and Properties of Hexa- and Heptachlorostyrenes with Fully Chlorinated Aromatic Nuclei
Kolsaker, Per,Storflor, Harry,Brobakke, Kristin,Carlberg, Georg E.
, p. 823 - 832 (2007/10/02)
All six possible hexa- and heptachlorostyrenes with fully chlorinated aromatic nuclei have been synthesized.Their ultraviolet and infrared spectra are discussed, fragmentation in the mass spectrometer described and from the 1H and 13C NMR spectra all para
REACTION OF TRIPHENYLPHOSPHINE-CARBON TETRAHALIDE REAGENT WITH α-KETO-γ-LACTONE
Suda, Minoru,Fukushima, Asako
, p. 103 - 106 (2007/10/02)
Triphenylphosphine-carbon tetrahalide reagent reacts with 4,4-dimethyloxolan-2,3-dione to afford two dihalomethyleneoxolanes, 8 and 9.The major reaction course can be changed by the addition order of the reagents.Reaction mechanisms are discussed.
