RÉACTION DU SULFURE DE BORE AVEC QUELQUES GROUPES CARBONYLES

1964 ◽  
Vol 42 (8) ◽  
pp. 1928-1935 ◽  
Author(s):  
S. Jerumanis ◽  
J. M. Lalancette
Keyword(s):  
Good Yield ◽  
Aromatic Aldehydes ◽  
Methyl Benzoate ◽  
Active Hydrogen ◽  
Aliphatic Aldehydes ◽  
Inert Substance

The reactions of boron sulphide with some types of carbonyls have been studied. The reaction of boron sulphide with aromatic aldehydes and aliphatic aldehydes which have been deprived of active hydrogen in the α position gives a good yield of the corresponding trithioaldehydes. This reaction is examined for four aldehydes, namely, benzaldehyde, 3-methylbenzaldehyde, 3-nitrobenzaldehyde, and 2,2′-dimethylpropionaldehyde. Through this study the authors have brought out a method which enables either the α-trithiobenzaldehyde, m.p. 166–167 °C, or the β-trithiobenzaldehyde, m.p. 225–226 °C, to be obtained selectively. The reaction of 3-methylbenzaldehyde with boron sulphide yields only one β stereoisomer, but nitrobenzaldehyde remains completely inert. The aldehydes having one active hydrogen in the α position undergo a dehydrogenation at the same time as the oxygen is being replaced by one atom of sulphur. 2,2′-Dimethylthiopropanal exists in a trimeric state at normal temperatures and becomes monomeric at higher temperatures, whereas the trithiobenzaldehydes do not depolymerize. Methyl benzoate reacts with boron sulphide to give tetraphenyldioxadiene. The structure of this extremely inert substance has been established mainly by physical means: infrared, ultraviolet, and n.m.r. spectra. The reaction of benzophenone and acetophenone with boron sulphide has been investigated. The former has been found inert to the action of the sulphide, and the latter reacts quite readily to give 2,4-diphenylthiophene. The structure of this thiophene is established by desulphuration over nickel. The role of boron sulphide as dehydrogenating and deoxygenating agent is discussed, and a laboratory preparation of boron sulphide is described.

scholarly journals A practical way to synthesize chiral fluoro-containing polyhydro-2H-chromenes from monoterpenoids

2016 ◽  
Vol 12 ◽  
pp. 648-653 ◽  
Author(s):  
Oksana S Mikhalchenko ◽  
Dina V Korchagina ◽  
Konstantin P Volcho ◽  
Nariman F Salakhutdinov
Keyword(s):  
Aromatic Aldehydes ◽  
Single Step ◽  
Preparative Synthesis ◽  
Aliphatic Aldehydes ◽  
First Time

Conditions enabling the single-step preparative synthesis of chiral 4-fluoropolyhydro-2H-chromenes in good yields through a reaction between monoterpenoid alcohols with para-menthane skeleton and aldehydes were developed for the first time. The BF3·Et2O/H2O system is used both as a catalyst and as a fluorine source. The reaction can involve aliphatic aldehydes as well as aromatic aldehydes containing various acceptor and donor substituents. 4-Hydroxyhexahydro-2H-chromenes were demonstrated to be capable of converting to 4-fluorohexahydro-2H-chromenes under the developed conditions, the reaction occurs with inversion of configuration.

scholarly journals Synthesis of new Cα-tetrasubstituted α-amino acids

2009 ◽  
Vol 5 ◽  
Author(s):  
Andreas A Grauer ◽  
Burkhard König
Keyword(s):  
Amino Acids ◽  
Secondary Structure ◽  
Aromatic Aldehydes ◽  
Building Blocks ◽  
Reaction Conditions ◽  
Peptide Backbone ◽  
Aliphatic Aldehydes ◽  
New Class ◽  
Cyclic Amino Acids

Cα-Tetrasubstituted α-amino acids are important building blocks for the synthesis of peptidemimetics with stabilized secondary structure, because of their ability to rigidify the peptide backbone. Recently our group reported a new class of cyclic Cα-tetrasubstituted tetrahydrofuran α-amino acids prepared from methionine and aromatic aldehydes. We now report the extension of this methodology to aliphatic aldehydes. Although such aldehydes are prone to give aldol products under the reaction conditions used, we were able to obtain the target cyclic amino acids in low to moderate yields and in some cases with good diastereoselectivity.

Tin(II)chloride Mediated Addition Reaction of Bromonitromethane to Aldehydes

2005 ◽  
Vol 60 (4) ◽  
pp. 416-418 ◽  
Author(s):  
Ali S. Mahasneh
Keyword(s):  
Mass Spectroscopy ◽  
Elemental Analysis ◽  
Addition Reaction ◽  
Aromatic Aldehydes ◽  
Aliphatic Aldehydes ◽  
Type Reaction ◽  
High Yields

Bromonitromethane adds to aliphatic aldehydes in the presence of tin(II) chloride to yield β -nitro alcohols via a Reformatsky-type reaction in high yields, while aromatic aldehydes give low yields. The products were characterized by IR, NMR, and mass spectroscopy and by elemental analysis

Computational study on GaCl3-mediated reactions of donor–acceptor cyclopropanes with aromatic aldehydes: mechanism and role of GaCl3 and aldehydes

2018 ◽  
Vol 5 (10) ◽  
pp. 1702-1712 ◽  
Author(s):  
Peng-Cheng Tu ◽  
Lin Zhou ◽  
Alexander M. Kirillov ◽  
Ran Fang ◽  
Lizi Yang
Keyword(s):  
Computational Study ◽  
Aromatic Aldehydes ◽  
Donor Acceptor

The mechanism and role of GaCl3 and aldehydes for the GaCl3-mediated reaction of donor–acceptor (D–A) cyclopropanes are clarified through our calculations.

A Study on the Synthesis of Risedronic Acid: The Role of an Ionic Liquid Additive

2019 ◽  
Vol 16 (3) ◽  
pp. 238-244 ◽  
Author(s):  
Dávid Illés Nagy ◽  
Alajos Grün ◽  
Júlia Sinkovicz ◽  
Sándor Garadnay ◽  
István Greiner ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Good Yield ◽  
Methanesulfonic Acid ◽  
Phosphorous Acid ◽  
Phosphorus Trichloride ◽  
Pure Form ◽  
Risedronic Acid

Background: The synthesis of high value risedronic acid is not fully resolved, as, for the time being, the best method based on the preparation from 3-pyridylcarboxylic acid by reaction with phosphorus trichloride in methanesulfonic acid gives risedronic acid in a good yield, but in an unpure form. Methods: Alternative protocols realizing the synthesis in sulfolane as the solvent and/or in the presence of suitable IL additive were developed to obtain the target dronic acid in a pure form. Results & Conclusion: Using phosphorus trichloride and phosphorous acid in two equivalents quantities together with 0.6 equivalents of [bmim][BF4] without any solvent, the method afforded the target dronic acid in a yield of 66% in a pure form.

Synthesis, Characterization and Biological Studies of Some Bioactive Thiazolotriazole Derivatives

2010 ◽  
Vol 65 (12) ◽  
pp. 1509-1515 ◽  
Author(s):  
Manjunatha Kumsi ◽  
Boja Poojary ◽  
Prajwal Lourdes Lobo ◽  
Nalilu Suchetha Kumari ◽  
Anoop Chullikana
Keyword(s):  
Acetic Acid ◽  
Acetic Anhydride ◽  
Good Yield ◽  
Sodium Acetate ◽  
Aromatic Aldehydes ◽  
Antimicrobial Activities ◽  
One Pot ◽  
Biological Studies ◽  
Elemental Analyses

The key precursor rac-2-(4-isobutylphenyl)ethyl-1,2,4-triazole-5-thione (3) was synthesized in good yield from Ibuprofen (1). One-pot three-component reactions of 3 with 5-aryl-furan-2-carboxaldehydes/ substituted aromatic aldehydes and monochloroacetic acid in acetic acid in the presence of acetic anhydride and anhydrous sodium acetate afforded substituted thiazolo[3,2-b][1,2,4]triazole derivatives 4 and 5. The structures of the newly synthesized compounds were elucidated by elemental analyses and spectral data. The compounds were tested for their in-vitro antimicrobial activities.

scholarly journals 2,4-dinitrophenyl hydrazone derivatives as potent of alpha amylase inhibitors

2020 ◽  
Vol 10 (2) ◽  
pp. 5217-5223
Keyword(s):  
Aromatic Aldehydes ◽  
Docking Study ◽  
Alpha Amylase ◽  
Operating Environment ◽  
Molecular Docking Study ◽  
Aliphatic Aldehydes ◽  
Inhibitory Potential ◽  
Amylase Inhibitors ◽  
Derivatives Of ◽  
Standard Software

Our current attempt was made to synthesize a new 2,4-dinitrophenyl hydrazone derivatives (1–13) compounds and explored their alpha amylase inhibitory potential. The thirteen new derivatives of 2,4-dinitrophenyl hydrazone (1–13) were achieved from the reaction of aliphatic aldehydes and aromatic aldehydes with dinitrophenyl hydrazine in methanol under reflux in the presence of catalyst used acetic acid. The molecular docking study was examined through standard software MOE (Molecular Operating Environment). The result of docking shown that compounds in the catalytic site of enzyme is more potentially active for binding and arrangement. Our results predict compound 12 IC50 =16.42 µg/mL, 5 IC50 =12.16µg/mL, and 6 IC50 =15.03µg/mL more potent and excellent inhibitor than a standard acarbose IC50 = 42.47µg/mL for alpha amylase. It’s concluded that compounds (1–13) can provide us a pathway for new antidiabetic drugs in the market the further analysis and exploration of these compound is important and valuable.

Sign in / Sign up

Export Citation Format

Share Document