122-01-0Relevant articles and documents
A General Cp*CoIII-Catalyzed Intramolecular C?H Activation Approach for the Efficient Total Syntheses of Aromathecin, Protoberberine, and Tylophora Alkaloids
Lerchen, Andreas,Knecht, Tobias,Koy, Maximilian,Daniliuc, Constantin G.,Glorius, Frank
, p. 12149 - 12152 (2017)
Herein, we report a Cp*CoIII-catalyzed C?H activation approach as the key step to create highly valuable isoquinolones and pyridones as building blocks that can readily be applied in the total syntheses of a variety of aromathecin, protoberberine, and tylophora alkaloids. This particular C?H activation/annulation reaction was achieved with several terminal as well as internal alkyne coupling partners delivering a broad scope with excellent functional group tolerance. The synthetic applicability of this protocol reported herein was demonstrated in the total syntheses of two Topo-I-Inhibitors and two 8-oxyprotoberberine cores that can be further elaborated into the tetrahydroprotoberberine and the protoberberine alkaloid core. Moreover these building blocks were also transformed to six different tylophora alkaloids in expedient fashion.
Synthesis of N-[4-(alkyl)cyclohexyl]-substituted benzamides with anti-inflammatory and analgesic activities
Pau, Amedeo,Boatto, Gianpiero,Palomba, Michele,Asproni, Battistina,Cerri, Riccardo,Palagiano, Francesco,Filippelli, Walter,Falcone, Giuseppe,Motola, Giulia
, p. 524 - 532 (1999)
Two series of N-[4-(alkyl)cyclohexyl]-substituted benzamides, i.e. a series of N-[4-(tert-butyl)cyclohexyl]-substituted benzamides and a series of N-[4-(ethyl)cyclohexyl]-substituted benzamides, were synthesised and evaluated for their anti-inflammatory and analgesic potencies, and gastrointestinal irritation liability. Copyright (C) 1999 Elsevier Science S.A.
Equilibrium and Dynamic Dielectric Properties of Acrylate Polymers with (Phenyl)(4-chlorophenyl)methanone Groups in Their Structure
Nunes, R.C.,Diaz-Calleja, R.,Pinto, M.,Saiz, E.,Riande, E.
, p. 12962 - 12970 (1995)
The curves describing the relaxation behavior of poly(4-(acryloxy)phenyl)(4-chlorophenyl)methanone at several frequencies present in the dielectric loss-temperature plane a β relaxation centered at -76 deg C at 10 Hz, whose activation energy shows a slight tendency to increase as the temperature goes up.The relaxation spectra exhibit an ostensible glass-rubber relaxation or α process centered at 106 deg C at 10 Hz, in which free charge conductivity and blocking electrode phenomena become dominant at frequencies below 10 Hz.An electric model is used to separate the dipolar response from conductivity contributions in the glass-rubber relaxation, and the dipole time correlation function for this process is obtained at several temperatures.The intramolecular correlation coefficient gintra, determined from dielectric measurements in solution, is somewhat larger than the coefficient g involving both intra- and intermolecular interactions, obtained from dielectric measurements in the bulk.A rotational state scheme is developed which gives a good account of the intramolecular dipolar correlation coefficient.Finally whereas the relaxation mechanisms involved in the glass-rubber relaxation seem to be governed by the volume, the conductive processes exhibit Arrhenius behavior.
One-step Conversion of Amides and Esters to Acid Chlorides with PCl3
Li, Fangshao,Wu, Xiaofang,Guo, Fengzhe,Tang, Zi-Long,Xiao, Jing
supporting information, p. 4314 - 4317 (2021/07/16)
A general and efficient iodine-promoted chlorination of amides and esters with phosphorus trichloride is described. For the first time. Various inactivated amides including secondary and tertiary amides were directly converted to the corresponding acid chlorides in one-step. The substrate scope of methyl esters including aromatic and aliphatic esters was also explored under this system. This method is simple, scalable and wide in scope, which provides an approach to preparation of these acid chlorides.
Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates
Chattopadhyay, Buddhadeb,Hassan, Mirja Md Mahamudul,Hoque, Md Emdadul
supporting information, p. 5022 - 5037 (2021/05/04)
Here we describe the discovery of a new class of C-H borylation catalysts and their use for regioselective C-H borylation of aromatic, heteroaromatic, and aliphatic systems. The new catalysts have Ir-C(thienyl) or Ir-C(furyl) anionic ligands instead of the diamine-type neutral chelating ligands used in the standard C-H borylation conditions. It is reported that the employment of these newly discovered catalysts show excellent reactivity and ortho-selectivity for diverse classes of aromatic substrates with high isolated yields. Moreover, the catalysts proved to be efficient for a wide number of aliphatic substrates for selective C(sp3)-H bond borylations. Heterocyclic molecules are selectively borylated using the inherently elevated reactivity of the C-H bonds. A number of late-stage C-H functionalization have been described using the same catalysts. Furthermore, we show that one of the catalysts could be used even in open air for the C(sp2)-H and C(sp3)-H borylations enabling the method more general. Preliminary mechanistic studies suggest that the active catalytic intermediate is the Ir(bis)boryl complex, and the attached ligand acts as bidentate ligand. Collectively, this study underlines the discovery of new class of C-H borylation catalysts that should find wide application in the context of C-H functionalization chemistry.