13651-14-4Relevant articles and documents
Identification of 2,2,7,8-Tetramethyl-1,2,3,4-tetrahydronaphthalene in Petroleum
Forster, Peter G.,Alexander, Robert,Kagi, Robert I.
, p. 274 - 276 (1989)
2,2,7,8-Tetramethyl-1,2,3,4-tetrahydronaphthalene, a proposed key intermediate in the degradation and aromatisation of triterpenoids of the oleanane skeletal-type, has been synthesized and identified in Cretaceous sediments and crude oils.
Synthesis of regioisomeric dimethylbenzyl mercapturic acids anticipated from the metabolism of 1,2,3-trimethylbenzene
Tsujimoto, Yuji,Noda, Tsutomu,Shimizu, Mitsuru,Moriwaki, Hiroshi,Tanaka, Masanobu
, p. 2065 - 2070 (1999)
The synthesis of two regioisomeric mercapturic acids, N-acetyl-S -(2,3-dimethylbenzyl)-L-cysteine and N-acetyl-S-(2,6-dimethylbenzyl)-L-cysteine, was undertaken to investigate the operation of mercapturic acid pathway in the metabolism of 1,2,3-trimethylbenzene. The method applied was based on that we described recently in the synthesis of mercapturic acids derived from m- and p-xylenes.
Structure and Selectivity in Anodic and Metal Ion Oxidations of Polyalkylbenzenes
Baciocchi, Enrico,Eberson, Lennart,Rol, Cesare
, p. 5106 - 5110 (1982)
Positional selectivity and the partition deuterium isotope effect (kH/kD) have been determined in the chemical and electrochemical side-chain oxidation of alkyl aromatics by using 5-R-hemimellitenes (R = H, t-Bu) and 1,3-dimethyl-2-(trideuteriomethyl)-5-tert-butylbenzene as the substrates.Considering also the already available data for isodurene, it has been found that the positional selectivity is strongly influenced by the substrate structure in the anodic and CAN-promoted oxidations, both reactions exhibiting a very similar pattern.In contrast, Co(OAc)3, selectivities do not correlate with those of the anodic oxidation but with the selectivities of the side-chain bromination promoted by NBS.These results have been interpreted by suggesting that, as in the anodic oxidations, CAN-induced reactions involve first the formation of a radical cation intermediate which then loses a proton to give a benzylic free radical in the selectivity-determining step.The data for Co(III) would instead suggest a mechanism involving a hydrogen atom transfer, but this conclusion cannot yet be considered definitive.No simple correlation exists between selectivity data and the kH/kD values.
Microwave-heated γ-Alumina Applied to the Reduction of Aldehydes to Alcohols
Dhokale, Bhausaheb,Susarrey-Arce, Arturo,Pekkari, Anna,Runemark, August,Moth-Poulsen, Kasper,Langhammer, Christoph,H?relind, Hanna,Busch, Michael,Vandichel, Matthias,Sundén, Henrik
, p. 6344 - 6355 (2020/10/28)
The development of cheap and robust heterogeneous catalysts for the Meerwein-Ponndorf-Verley (MPV) reduction is desirable due to the difficulties in product isolation and catalyst recovery associated with the traditional use of homogeneous catalysts for MPV. Herein, we show that microwave heated γ-Al2O3 can be used for the reduction of aldehydes to alcohols. The reaction is efficient and has a broad substrates scope (19 entries). The products can be isolated by simple filtration, and the catalyst can be regenerated. With the use of microwave heating, we can direct the heating to the catalyst rather than to the whole reaction medium. Furthermore, DFT was used to study the reaction mechanism, and we can conclude that a dual-site mechanism is operative where the aldehyde and 2-propoxide are situated on two adjacent Al sites during the reduction. Additionally, volcano plots were used to rationalize the reactivity of Al2O3 in comparison to other metal oxides.
Total syntheses of multicaulins via oxidative photocyclization of stilbenes
Seinti, Hatice,Burmaolu, Serdar,Altunda, Ramazan,Seen, Hasan
, p. 2134 - 2137 (2014/12/11)
The Wittig reaction of 3-isopropyl-4-methoxybenzaldehyde and 2,3-dimethylbenzylphosphonium bromide afforded the corresponding stilbene mixture 16. Oxidative photocyclization of stilbene 16 with iodine facilitated the first total synthesis of 7-isopropyl-6
RENIN INHIBITORS
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Page/Page column 21, (2011/04/13)
Renin inhibitors, which are spirocyclic piperidine amides, of structural formula (I) and pharmaceutical compositions thereof useful in the treatment of cardiovascular diseases and renal insufficiency, wherein n, for each instance in which it occurs, is independently 0, 1, or 2; R1 is hydrogen, C1-6 -alkyl or C3-6 -cycloalkyl, wherein said C1-6 -alkyl or C3-6 -cycloalkyl group can be independently substituted with 1-3 halogens; A is (i) a five- or six-membered saturated or unsaturated heterocyclic or carbocyclic monocyclic ring or (ii) a five- or six-membered saturated or unsaturated heterocyclic or carbocyclic ring which is fused to another five- or six-membered saturated or unsaturated heterocyclic or carbocyclic ring, V is a bond or -(C=O)-, -CH(OH)-, -CH2- or =CH-; U is a bond or -CH2-, or for the case when V is =CH-, U is -CH=; X is =CH-, =CF-, =C(OR3)-, or -C=O-; and Y is =CH-, =CF-, =N-, or for the case when X is -C=O-, Y is -N(R3)-.
Selective lithiation of 4- and 5-halophthalans
Garcia, Daniel,Foubelo, Francisco,Yus, Miguel
experimental part, p. 991 - 1005 (2010/10/03)
The reaction of 4- and 5-halophthalans 5 with lithium and a catalytic amount of DTBB at -78 °C leads to the formation of the corresponding functionalized organolithium intermediates 6 and 11, which by reaction with carbonyl compounds give, after hydrolysis, the expected substituted phthalans 8 and 13, respectively. When after reaction with the carbonyl compound the system is allowed to react at 0 °C, a second lithiation occur: A reductive opening of the heterocycle takes place with some regioselectivity leading to new organolithium intermediates 9 and 14/15 that by reaction with electrophiles lead, after hydrolysis, to polyfunctionalized molecules 10 and 16/17, respectively.
[4+2] Cycloaddition of o-xylylenes with imines using palladium catalyst
Ueno, Satoshi,Ohtsubo, Masakazu,Kuwano, Ryoichi
supporting information; experimental part, p. 12904 - 12905 (2009/12/05)
(Chemical Equation Presented) The cycloaddition of o-(silylmethyl)benzylic carbonates with imines proceeded in the presence of the Pd(η3- C3H5)Cp-DPPPent catalyst, affording the tetrahydroisoquinolines in good to high yiel
Process for producing cyclopropanecarboxylates
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, (2008/06/13)
There is disclosed a process process for producing a cyclopropanecarboxylate of formula (1): 1which process comprises reacting cyclopropanecarboxylic acid of formula (2): 2with a monohydroxy compound of formula (3): R6OH??(3),in the presence of a catalyst compound comprising an element of to Group 4 of the Periodic Table of Elements.
Binding activity of substituted benzyl derivatives of chloronicotinyl insecticides to housefly-head membranes, and its relationship to insecticidal activity against the housefly Musca domestica
Nishiwaki, Hisashi,Nakagawa, Yoshiaki,Takeda, David Y.,Okazawa, Atsushi,Akamatsu, Miki,Miyagawa, Hisashi,Ueno, Tamio,Nishimura, Keiichiro
, p. 875 - 881 (2007/10/03)
Variously substituted benzyl derivatives of chloronlcotinyl insecticides were synthesized with a wide range of substituents including halogens, NO2, CN, CF3 and small alkyl and alkoxy groups at the ortho, meta and para positions, as well as multiple-substituted benzyl analogues. Their binding activity to the α-bungarotoxin binding site in housefly (Musca domestica) head membrane preparations was measured. Among the compounds tested, the activity of the meta-CN derivative was the highest, being 20-100 times higher than those of imidacloprid, acetamiprid and nitenpyram. The synergized insecticidal activity against houseflies was also measured for selected compounds with the metabolic inhibitor, NIA16388 (propargyl propyl phenylphosphonate). For the nitromethylene analogues, including both benzyl and pyridylmethyl analogues, higher binding activity usually resulted in higher insecticidal activity. (C) 2000 Society of Chemical Industry.
