61439-50-7Relevant articles and documents
Air-Stable PdI Dimer Enabled Remote Functionalization: Access to Fluorinated 1,1-Diaryl Alkanes with Unprecedented Speed
Kundu, Gourab,Opincal, Filip,Schoenebeck, Franziska,Sperger, Theresa
, (2021/11/30)
While remote functionalization via chain walking has the potential to enable access to molecules via novel disconnections, such processes require relatively long reaction times and can be in need of elevated temperatures. This work features a remote arylation in less than 10 min reaction time at room temperature over a distance of up to 11 carbons. The unprecedented speed is enabled by the air-stable PdI dimer [Pd(μ-I)(PCy2tBu)]2, which in contrast to its PtBu3 counterpart does not trigger direct coupling at the initiation site, but regioconvergent and chemoselective remote functionalization to yield valuable fluorinated 1,1-diaryl alkanes. Our combined experimental and computational studies rationalize the origins of switchability, which are primarily due to differences in dispersion interactions.
N-Hydroxyphthalimide-catalyzed chemoselective intermolecular benzylic C-H amination of unprotected arylalkanols
Shibuya, Masatoshi,Orihashi, Takayuki,Li, Yamei,Yamamoto, Yoshihiko
supporting information, p. 8742 - 8745 (2021/09/07)
N-Hydroxyphthalimide-catalyzed chemoselective benzylic C(sp3)-H amination of unprotected arylalkanols using bis(2,2,2-trichloroethyl)azodicarboxylate has been developed. The use of 1,1,1,3,3,3-hexafluoropropan-2-ol as a solvent plays a critical role in chemoselectivity. The conversion of an aminated product to the corresponding free amino alcohol was also demonstrated.
Total syntheses of surinone B, alatanones A–B, and trineurone A
Gundoju, Narayana Rao,Bokam, Ramesh,Yalavarthi, Nageswara Rao,Buddana, Sudheer Kumar,Prakasham,Ponnapalli, Mangala Gowri
, p. 1 - 8 (2018/04/30)
The total syntheses of four polyketides, surinone B (1), alatanones A–B (2–3), and trineurone A (4) were accomplished through an efficient and unified strategy via one-pot C-acylation reaction coupling 1,3-cyclohexadiones with EDC-activated acids under mild conditions. Alatanone A (2) was found to be a potent anti-microbial agent against Gram-positive and Gram-negative bacteria with MIC 31.25?μg/ml while alatanone B (3) was found to be a potent anti-fungal agent against Cladosporium cladosporioides with MIC 62.5?μg/ml compared to cycloheximide MIC 125?μg/ml. Our methodology allows performing kilogram scale of these scarce polyketides for the development of new antimicrobials.
A torsional strain mechanism to tune pitch in supramolecular helices
Li, Liang-Shi,Jiang, Hongzhou,Messmore, Benjamin W.,Bull, Steve R.,Stupp, Samuel I.
, p. 5873 - 5876 (2008/09/16)
(Figure Presented) On the turn: Torsional strain has been used to control the pitch of helical nanostructures in the range of tens to hundreds of nanometers. In this method, sterically induced torsional strain on the primary helices forces the secondary h
Synthesis and biological evaluation of new niphathesine analogues
Krauss, Juergen,Wetzel, Christine,Thiel, Julia,Neudert, Christine,Bracher, Franz
, p. 154 - 158 (2008/02/05)
Niphathesine C and related pyridine alkaloids are well known natural products with interesting antimicrobial activities, characterized by a pyridine ring and a lipophilic side chain with a terminal nitrogen-containing functional group. This paper describe
The influence of phenyl and phenoxy modification in the hydrophobic tails of di-n-alkyl phosphate amphiphiles on aggregate morphology
Visscher, Inge,Stuart, Marc C. A.,Engberts, Jan B. F. N.
, p. 707 - 712 (2007/10/03)
A series of di-n-alkyl phosphate amphiphiles containing phenyl and phenoxy groups in the hydrophobic tails were synthesised, and their aggregation behaviour was investigated using fluorescence spectroscopy, differential scanning calorimetry, and cryo-electron microscopy. The aggregates displayed a wide variety of aggregate morphologies. The incorporation of a phenyl group into the end or in the middle of the alkyl chain lowered the main phase transition temperature, resulting in closed vesicles only above the phase transition temperature. Introducing a phenoxy group at the end of the alkyl chain resulted in open bilayer structures and bicelles. The Royal Society of Chemistry.
Synthesis and Identification of ω-Phenylalkylcatechols in Burmese Lac
Jefferson, Alan,Sargent, Melvyn V.,Wangchareontrakul, Sirichai
, p. 19 - 25 (2007/10/02)
The presence of 3-(10'-phenyldecyl)- (2) (2percent), 3-(12'-phenyldodecyl)- (3) (6percent), 4-(10'-phenyldecyl)- (4) (0.3percent) and 4-(12'-phenyldodecyl)-benzene-1,2-diol (5) (0.3percent) in Burmese lac, the sap of Melanorrhoea usitata Wall has been confirmed by the synthesis of these compounds and a comparison of the gas chromatographic retention times and the mass spectral characteristic of their bis-O-(trimethylsilyl) derivatives with the derivatives of the natural products.Typically, 3,4-bis(benzyloxy)benzaldehyde (7) on Wittig reaction with triphenyl(11-phenylundecyl)phosphonium bromide (20) and subsequent catalytic hydrogenation of the resultant olefin gave compound (5) in 59percent overall yield.
Antilipidemic para-[aryl(alkyl or alkenyl)amino]-benzoic acid derivatives
-
, (2008/06/13)
Novel para-[aryl(alkyl or alkenyl)amino]benzoic acids, esters, pharmaceutically acceptable salts and pharmaceutical compositions thereof and a method of lowering serum lipid levels in mammals therewith.
