scholarly journals A Simple and Mild Microwave-Based Synthesis of Novel Functionalized Benzofulvenes

SynOpen ◽  
2018 ◽  
Vol 02 (03) ◽  
pp. 0256-0262
Author(s):  
Adam Glass ◽  
Katherine Caspary ◽  
Cole Fisher ◽  
Connor Whyte ◽  
James Okubo ◽  
...  
Keyword(s):  
Crystal Structures ◽  
Microwave Heating ◽  
Good Yield ◽  
Optoelectronic Devices ◽  
Biologically Active ◽  
Synthetic Method ◽  
Polymer Precursors ◽  
Coupling Techniques

Benzofulvenes and their derivatives are useful molecular entities having applications as biologically active molecules, polymer precursors, and optoelectronic devices. We have developed a simple and mild synthetic method for the formulation of a variety of these interesting compounds. Using carbonyl coupling techniques combined with microwave heating, a wide variety of functionalized benzofulvenes can be accessed rapidly in good yield. Furthermore, we have obtained five crystal structures further expanding a limited number of benzofulvene structures available.

Efficient CDI/CH3SO3H -Catalyzed, Microwave-Assisted Synthesis of 2-Substituted Benzothiazoles

2018 ◽  
Vol 16 (1) ◽  
pp. 34-39
Author(s):  
Yao-Wei Li ◽  
Pei-Ming Zhang ◽  
Rui Li ◽  
Yan Bai ◽  
Yu Yu ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Carboxylic Acids ◽  
1H Nmr ◽  
Good Yield ◽  
Microwave Assisted Synthesis ◽  
Synthetic Method ◽  
Benzothiazole Derivatives ◽  
Microwave Assisted ◽  
Highly Effective

CDI combined with CH3SO3H was found to be highly effective for the cyclization of 2-aminothiophenol derivatives with carboxylic acids under MW condition. Fourteen benzothiazole derivatives were synthesized in good yield and their structures were characterized by 1H-NMR, 13CNMR, IR and mass spectrometry. This simple, rapid synthetic method is believed to provide a useful process for the synthesis of 2-substituted benzothiazole compounds.

Saccharin salts of biologically active hydrazone derivatives

2015 ◽  
Vol 39 (11) ◽  
pp. 8614-8622 ◽  
Author(s):  
Artem O. Surov ◽  
Alexander P. Voronin ◽  
Anna A. Simagina ◽  
Andrei V. Churakov ◽  
Sophia Y. Skachilova ◽  
...  
Keyword(s):  
Crystal Structures ◽  
Biologically Active ◽  
Formation Thermodynamics

Crystal structures, solubility and formation thermodynamics of saccharin salts with biologically active hydrazone derivatives were investigated.

ChemInform Abstract: Improved Synthetic Method and the First Crystal Structures for ( Dihalomethylene)bisphosphonate Partial Esters.

ChemInform ◽  
2010 ◽  
Vol 26 (43) ◽  
pp. no-no
Author(s):  
J. J. VEPSAELAEINEN ◽  
J. KIVIKOSKI ◽  
M. AHLGREN ◽  
H. E. NUPPONEN ◽  
E. K. POHJALA
Keyword(s):  
Crystal Structures ◽  
Synthetic Method ◽  
Partial Esters

Conformational study of the 3,6-dihydro-2H-1,4-oxazin-2-one fragment in 8-tert-butyl-7-methoxy-8-methyl-9-oxa-6-azaspiro[4.5]decane-2,10-dione stereoisomers

2017 ◽  
Vol 73 (7) ◽  
pp. 556-562
Author(s):  
Ewa Żesławska ◽  
Anna Jakubowska ◽  
Wojciech Nitek
Keyword(s):  
Amino Acids ◽  
Crystal Structures ◽  
Stereoselective Synthesis ◽  
Biologically Active ◽  
Asymmetric Unit ◽  
Conformational Study ◽  
X Ray Diffraction ◽  
X Ray ◽  
Natural Amino Acids ◽  
Heterocyclic Moiety

Unnatural cyclic α-amino acids play an important role in the search for biologically active compounds and macromolecules. Enantiomers of natural amino acids with a D configuration are not naturally encoded, but can be chemically synthesized. The crystal structures of two enantiomers obtained by a method of stereoselective synthesis, namely (5R,8S)-8-tert-butyl-7-methoxy-8-methyl-9-oxa-6-azaspiro[4.5]decane-2,10-dione, (1), and (5S,8R)-8-tert-butyl-7-methoxy-8-methyl-9-oxa-6-azaspiro[4.5]decane-2,10-dione, (2), both C14H21NO4, were determined by X-ray diffraction. Both enantiomers crystallize isostructurally in the space group P21, with one molecule in the asymmetric unit and with the same packing motif. The crystal structures are stabilized by C—H...O hydrogen bonds, resulting in the formation of chains along the [100] and [010] directions. The conformation of the 3,6-dihydro-2H-1,4-oxazin-2-one fragment was compared with other crystal structures possessing this heterocyclic moiety. The comparison showed that the title compounds are not exceptional among structures containing the 3,6-dihydro-2H-1,4-oxazin-2-one fragment. The planar moiety was more frequently observed in derivatives in which this fragment was not condensed with other rings.

scholarly journals Convenient Synthesis of the Immunogenic Glycolipid BbGL1

2018 ◽  
Author(s):  
Sebastián N. Jäger ◽  
Exequiel O. J. Porta ◽  
Guillermo Labadie
Keyword(s):  
Microwave Heating ◽  
Efficient Method ◽  
Good Yield ◽  
Acyl Chloride ◽  
Rapid Preparation ◽  
Highly Efficient ◽  
Convenient Synthesis

A simple and efficient method to synthesize the immunogenic glycolipid BbGL1 is introduced. Two simple steps were required to obtain the desired product in good yield. First, a highly efficient glycosylation of cholesterol using galactosyl trichloroacetimidate as a donor was performed to produce cholesteryl--D-galactoside. Finally, an efficient palmitoylation on the C6–OH of the galactose of the synthesized saponin using sym-collidine and acyl chloride under microwave heating that produced BbGL1 in good yield. The procedure is a convenient and cheaper alternative to the reported procedures allowing a rapid preparation of multiple analogs and conjugates.

Steroid-photosensitizer conjugates: Syntheses and applications

2017 ◽  
Vol 21 (11) ◽  
pp. 701-730 ◽  
Author(s):  
Samira Osati ◽  
Hasrat Ali ◽  
Brigitte Guérin ◽  
Johan E. van Lier
Keyword(s):  
Energy Transfer ◽  
Oxygen Atom ◽  
Optoelectronic Devices ◽  
Redox Properties ◽  
Biologically Active ◽  
Living Systems ◽  
Strong Interactions ◽  
Active Components ◽  
Oxygen Atom Transfer ◽  
Transfer Processes

This review focuses on progress in the development of different approaches to the design of steroid ([Formula: see text] estrogens, androgens, cholesterol) conjugates with coordination assemblies of metalloporphyrins, phthalocyanines and related complexes. Porphyrins and phthalocyanines have received considerable attention due to their novel composition, intriguing spectroscopic, photophysical, and redox properties, and potential application in light-harvesting and optoelectronic devices. With the development of more efficient imaging and therapeutic applications, these bio-conjugates are evaluated as multimodality agents (PET, fluorescence imaging) to monitor the mechanism of action of biologically active components in living systems and as agents for molecular recognition, oxygen atom transfer and catalysis. The tetrapyrrole components, which can be coupled via covalent and various non-covalent linkages, may exhibit strong interactions through efficient photo-induced electron and/or energy transfer processes.

scholarly journals Convenient Synthesis of the Immunogenic Glycolipid BbGL1

2018 ◽  
Author(s):  
Sebastián N. Jäger ◽  
Exequiel O. J. Porta ◽  
Guillermo Labadie
Keyword(s):  
Microwave Heating ◽  
Efficient Method ◽  
Good Yield ◽  
Acyl Chloride ◽  
Rapid Preparation ◽  
Highly Efficient ◽  
Convenient Synthesis

A simple and efficient method to synthesize the immunogenic glycolipid BbGL1 is introduced. Two simple steps were required to obtain the desired product in good yield. First, a highly efficient glycosylation of cholesterol using galactosyl trichloroacetimidate as a donor was performed to produce cholesteryl--D-galactoside. Finally, an efficient palmitoylation on the C6–OH of the galactose of the synthesized saponin using sym-collidine and acyl chloride under microwave heating that produced BbGL1 in good yield. The procedure is a convenient and cheaper alternative to the reported procedures allowing a rapid preparation of multiple analogs and conjugates.

scholarly journals Microfluidic light-driven synthesis of tetracyclic molecular architectures

2018 ◽  
Vol 14 ◽  
pp. 2418-2424 ◽  
Author(s):  
Javier Mateos ◽  
Nicholas Meneghini ◽  
Marcella Bonchio ◽  
Nadia Marino ◽  
Tommaso Carofiglio ◽  
...  
Keyword(s):  
Reaction Time ◽  
Biologically Active ◽  
High Yield ◽  
Synthetic Method ◽  
Cycloaddition Reactions ◽  
Direct Assembly ◽  
Molecular Architectures

Herein we report an effective synthetic method for the direct assembly of highly functionalized tetracyclic pharmacophoric cores. Coumarins and chromones undergo diastereoselective [4 + 2] cycloaddition reactions with light-generated photoenol intermediates. The reactions occur by aid of a microfluidic photoreactor (MFP) in high yield (up to >98%) and virtually complete diastereocontrol (>20:1 dr). The method is easily scaled-up to a parallel setup, furnishing 948 mg of product over a 14 h reaction time. Finally, a series of manipulations of the tetracyclic scaffold obtained gave access to valuable precursors of biologically active molecules.

scholarly journals Supramolecular organization of complexes of aryl hydrazones with SnCl3and SnCl4

2014 ◽  
Vol 70 (a1) ◽  
pp. C657-C657
Author(s):  
Alexander Korlyukov ◽  
Anna Vologzhanina ◽  
Evgenia Voronova ◽  
Natalia Shmatkova ◽  
Inna Seifullina
Keyword(s):  
Crystal Structures ◽  
Electron Density ◽  
Intermolecular Interactions ◽  
Active Species ◽  
Biologically Active ◽  
Supramolecular Organization ◽  
Halogen Bonds ◽  
Covalent Interaction ◽  
Theoretical Approaches ◽  
Density Analysis

Chelate complexes of main group metals with N,O-chelating Schiff Base ligands have been reported as perspective models for biologically active species. The derivatives of aryl hydrazones are among the most widely used ligands of such type. In our study, crystal structures of aryl hydrazones with SnCl3and SnCl4are discussed: the presence of aromatic fragments, amine groups and chlorine atoms therein are responsible for the coexistence of strong hydrogen and halogen bonds as well as stacking and Cl...π interactions. Interplay between these types of interactions and their role in stabilization of crystal structures is the subject of particular interest. We studied all these aspects in complexes of aryl hydrazones using different theoretical approaches: those based on Stockholder partitioning, molecular electrostatic potential, non-covalent interaction index, AIM theory – together with Espinosa-Mollins-Lecomte correlation to estimate the energy of all intermolecular interactions in crystals by means of electron density analysis from periodic quantum chemical calculations (VASP code). Our results showed that the presence of intermolecular interactions led to a noticeable redistribution of electron density in crystal as compared to an isolated molecule. Although Cl...π, stacking interactions and halogen bonds are numerous in the crystals of these complexes, their contribution to the energy of their crystal lattice does not exceed 30%. The work was supported by Council of the President of the Russian Federation (grant MD-3589.2014.3).

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