16198-35-9Relevant academic research and scientific papers
Synthesis of a novel tetracyclic heterocycle: 1-carboxy-13-oxo-[1,2,3]triazolo [1',5':4,3] [1,4]diazepino [6,7-c]chromane, using salicylaldehyde as a starting material
Kella-Bennani,Soufiaoui,Kerbal,Fkih-Tetouani,Bitit
, p. 10923 - 10928 (1995)
A nine-step synthesis of the potentially biologically active title compound, 9, has been achieved starting from salicylaldehyde and involving two 1,3-dipolar cycloaddition reactions and a lactamistion reaction. The cis configuration of compound 9 resulted from that of compound 4 which was confirmed by X-ray crystallography.
Potassium Poly(Heptazine Imide): Transition Metal-Free Solid-State Triplet Sensitizer in Cascade Energy Transfer and [3+2]-cycloadditions
Antonietti, Markus,Guldi, Dirk M.,Hussain, Tanveer,Karton, Amir,Markushyna, Yevheniia,Mazzanti, Stefano,Oschatz, Martin,Sánchez Vadillo, José Manuel,Savateev, Aleksandr,Strauss, Volker,Tarakina, Nadezda V.,Tyutyunnik, Alexander P.,Walczak, Ralf,ten Brummelhuis, Katharina
supporting information, p. 15061 - 15068 (2020/06/17)
Polymeric carbon nitride materials have been used in numerous light-to-energy conversion applications ranging from photocatalysis to optoelectronics. For a new application and modelling, we first refined the crystal structure of potassium poly(heptazine imide) (K-PHI)—a benchmark carbon nitride material in photocatalysis—by means of X-ray powder diffraction and transmission electron microscopy. Using the crystal structure of K-PHI, periodic DFT calculations were performed to calculate the density-of-states (DOS) and localize intra band states (IBS). IBS were found to be responsible for the enhanced K-PHI absorption in the near IR region, to serve as electron traps, and to be useful in energy transfer reactions. Once excited with visible light, carbon nitrides, in addition to the direct recombination, can also undergo singlet–triplet intersystem crossing. We utilized the K-PHI centered triplet excited states to trigger a cascade of energy transfer reactions and, in turn, to sensitize, for example, singlet oxygen (1O2) as a starting point to synthesis up to 25 different N-rich heterocycles.
Bicyclic Heterocycles from Levulinic Acid through a Fast and Operationally Simple Diversity-Oriented Multicomponent Approach
Lambruschini, Chiara,Basso, Andrea,Moni, Lisa,Pinna, Alessandro,Riva, Renata,Banfi, Luca
supporting information, p. 5445 - 5455 (2018/10/20)
Levulinic acid, which is one of the most important renewable building blocks derived from lignocellulosic biomass, has been converted in a diversity-oriented manner into two families of drug-like bicyclic nitrogen heterocycles. The methodology, endowed with high step economy and operational simplicity, is based on an Ugi multicomponent reaction, which employs amino alcohols as components, followed by a SN2 cyclization. Noteworthy is the successful synthesis of hexahydro pyrrolodiazepinediones, since the cyclization of the isocyanide-derived secondary amide onto an alcohol to give a seven-membered ring was unprecedented. Also enantiopure products have been prepared by using chiral amino alcohols.
NEW MACROCYCLIC AMIDINOUREA DERIVATIVES, METHODS OF PREPARATION AND USES THEREOF AS CHITINASE INHIBITORS
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Page/Page column 18; 19, (2015/01/07)
The present invention relates to macrocyclic amidinourea derivatives of formula 8, methods of preparation and uses thereof, pharmaceutical compositions in particular to be used as chitinase inhibitors in the treatment of a fungal infection.
Synthesis of novel isoxazolidines and medium-ring heterocycles oxazocines and oxazonines
Roy, Brindaban,De Rajendra,Hazra, Somjit
scheme or table, p. 391 - 400 (2012/04/23)
A number of novel oxa-bridged and methylene oxa-bridged bicyclic isoxazolidines have been synthesized using intramolecular nitrone cycloaddition. The reductive cleavage of N-O bonds of the isoxazolidines to provide novel medium-ring heterocycles oxazocines and oxazonines is also described.
Enhanced rate of intramolecular nitrile oxide cycloaddition and rapid synthesis of isoxazoles and isoxazolines
Roy, Brindaban,De, Rajendra Narayan
experimental part, p. 763 - 771 (2011/06/27)
An enhanced rate of intramolecular nitrile oxide cycloaddition and hence a rapid synthesis of isoxazoles and isoxazolines is described. Formation of nitrile oxides from oximes using only 1 or 2 Eq (equivalents) of aqueous sodium hypochlorite solution is also described. Springer-Verlag 2010.
Synthesis of functionalized benzopyrans via intramolecular 1,3-dipolar cycloaddition of nitrile oxides
Vaidya, Vipraja V.,Wankhede, Karuna S.,Salunkhe, Manikrao M.,Trivedi, Girish K.
, p. 2392 - 2403 (2008/09/21)
Various functionalized benzopyran derivatives have been synthesized in good yields by a sequence of reactions viz. intramolecular cyclization of nitrile oxides, reductive cleavage, and acetylation. Copyright Taylor & Francis Group, LLC.
Sequential N-acylamide methylenation-enamide ring-closing metathesis: Construction of benzo-fused nitrogen heterocycles
Bennasar, M. Lluisa,Roca, Tomas,Monerris, Manuel,Garcia-Diaz, Davinia
, p. 7028 - 7034 (2007/10/03)
The dimethyltitanocene methylenation of N-acylamides derived from ortho-vinylanilines, ortho-allylaniline, and ortho-vinylbenzylamine provides the corresponding enamides, which upon exposure to the second generation Grubbs ruthenium catalyst give access to indoles, 1,4-dihydroquinolines, and 1,2-dihydroisoquinolines, respectively. This sequential protocol also allows the synthesis of dihydrobenzoazepines, although the ring-closing metathesis (RCM) step is complicated by the alkene isomerization processes. From certain substrates, the direct annulation is observed in the titanium-mediated step, which is likely to occur through an olefin metathesis-intramolecular olefination sequence.
An efficient synthesis of benzopyrano-2-isoxazolines
Lee, Jong In,Lee, Hyo San,Kim, Byeang Hyean
, p. 3201 - 3215 (2007/10/03)
A series of benzopyrono-2-isoxazoline compounds have been prepared efficiently by three-step synthesis from corresponding salicylaldehyde derivatives.
Tandem Addition-Cycloaddition Reaction of Oximes with 2,3-Bis(phenylsulfonyl)-1,3-butadiene as a Method for 4-Piperidone Synthesis
Norman, Bryan H.,Gareau, Yves,Padwa, Albert
, p. 2154 - 2161 (2007/10/02)
The reaction of oximes with 2,3-bis(phenylsulfonyl)-1,3-butadiene affords 7-oxa-1-azanorbornanes in high yield.The formation of the bicyclic isoxazolidine involves conjugate addition of the oxime onto the diene to give a transient nitrone that ten undergo
