ChemInform Abstract: Synthetic Approach to 1,3-Polymethyl Functions Based on Diastereoselective Conjugate Addition.

ChemInform ◽  
2010 ◽  
Vol 25 (21) ◽  
pp. no-no
Author(s):  
T. OGAWA ◽  
H. SUEMUNE ◽  
K. SAKAI
Keyword(s):  
Conjugate Addition ◽  
Synthetic Approach

scholarly journals Revision of the Structure and Total Synthesis of Topsentin C

Synthesis ◽  
2017 ◽  
Vol 49 (11) ◽  
pp. 2562-2574 ◽  
Author(s):  
Nikita Golantsov ◽  
Alexey Festa ◽  
Alexey Varlamov ◽  
Leonid Voskressensky
Keyword(s):  
Total Synthesis ◽  
Secondary Metabolite ◽  
Conjugate Addition ◽  
Solvent Free ◽  
Synthetic Approach ◽  
Protecting Group ◽  
Marine Alkaloids ◽  
Mild Reduction

An efficient synthetic approach to access (indol-3-yl)ethane-1,2-diamines with a protecting group at the indole N atom from readily available 3-(2-nitrovinyl)indoles is reported. This approach includes solvent-free conjugate addition of O-pivaloylhydroxylamines to 1-Boc-3-(2-nitrovinyl)indoles followed by mild reduction of the adducts. The obtained (indol-3-yl)ethane-1,2-diamines are convenient synthetic precursors for several classes of marine alkaloids. The first total synthesis of racemic topsentin C, a secondary metabolite from Hexadella sp., based on this approach is reported. The initially proposed structure for topsentin C has been revised.

scholarly journals Conjugate Addition of Grignard Reagents to Thiochromones Catalyzed by Copper Salts: A Unified Approach to Both 2-Alkylthiochroman-4-One and Thioflavanone

Molecules ◽  
2020 ◽  
Vol 25 (9) ◽  
pp. 2128 ◽  
Author(s):  
Tania J. Bellinger ◽  
Teavian Harvin ◽  
Ti’Bran Pickens-Flynn ◽  
Nataleigh Austin ◽  
Samuel H. Whitaker ◽  
...  
Keyword(s):  
Conjugate Addition ◽  
Grignard Reagents ◽  
Synthetic Approach ◽  
Unified Approach ◽  
Copper Salts

Grignard reagents undergo conjugate addition to thiochromones catalyzed by copper salts to afford 2-substituted-thiochroman-4-ones, both 2-alkylthiochroman-4-ones and thioflavanones (2-arylthiochroman-4-ones), in good yields with trimethylsilyl chloride (TMSCl) as an additive. The best yields of 1,4-adducts can be attained with CuCN∙2LiCl as the copper source. Excellent yields of 2-alkyl-substituted thiochroman-4-ones and thioflavanones (2-aryl substituted) are attained with a broad range of Grignard reagents. This approach works well with both alkyl and aromatic Grignard reagents, thus providing a unified synthetic approach to privileged 2-substituted thiochroman-4-ones and a potential valuable precursor for further synthetic applications towards many pharmaceutically active molecules. The use of commercially available and/or readily prepared Grignard reagents will expedite the synthesis of a large library of both 2-alkyl substituted thiochroman-4-ones and thioflavanones for additional synthetic applications.

scholarly journals Development of Conjugate Addition of Lithium Dialkylcuprates to Thiochromones: Synthesis of 2-Alkylthiochroman-4-ones and Additional Synthetic Applications

Molecules ◽  
2018 ◽  
Vol 23 (7) ◽  
pp. 1728 ◽  
Author(s):  
Shekinah Bass ◽  
Dynasty Parker ◽  
Tania Bellinger ◽  
Aireal Eaton ◽  
Angelica Dibble ◽  
...  
Keyword(s):  
Conjugate Addition ◽  
Synthetic Approach ◽  
Copper Salts ◽  
Structural Motifs ◽  
Substoichiometric Amount ◽  
Sulfur Containing

Lithium dialkylcuprates undergo conjugate addition to thiochromones to afford 2-alkylthiochroman-4-ones in good yields. This approach provide an efficient and general synthetic approach to privileged sulfur-containing structural motifs and valuable precursors for many pharmaceuticals, starting from common substrates-thiochromones. Good yields of 2-alkyl-substituted thiochroman-4-ones are attained with lithium dialkylcuprates, lithium alkylcyanocuprates or substoichiometric amount of copper salts. The use of commercially available inexpensive alkyllithium reagents will expedite the synthesis of a large library of 2-alkyl substituted thiochroman-4-ones for additional synthetic applications.

scholarly journals Synthetic Approach to 1,3-Polymethyl Function Based on Diastereoselective Conjugate Addition.

1993 ◽  
Vol 41 (9) ◽  
pp. 1652-1654 ◽  
Author(s):  
Tomoyuki OGAWA ◽  
Hiroshi SUEMUNE ◽  
Kiyoshi SAKAI
Keyword(s):  
Conjugate Addition ◽  
Synthetic Approach

New Insights into the Nature of the Band Gap of CuGeO3 Nanoparticles: Synthesis, Electronic Structure, and Optical and Photocatalytic Properties

2019 ◽  
Author(s):  
Victor Y. Suzuki ◽  
Luís Henrique Cardozo Amorin ◽  
Natália H. de Paula ◽  
Anderson R. Albuquerque ◽  
Julio Ricardo Sambrano ◽  
...  
Keyword(s):  
Electronic Structure ◽  
Band Gap ◽  
Material Design ◽  
Photocatalytic Properties ◽  
Critical Parameters ◽  
Synthetic Approach ◽  
Microwave Assisted ◽  
Theoretical Approaches ◽  
Nanoparticles Synthesis ◽  
First Time

<p>We report, for the first time, new insights into the nature of the band gap of <a>CuGeO<sub>3</sub> </a>(CGO) nanocrystals synthesized from a microwave-assisted hydrothermal method in the presence of citrate. To the best of our knowledge, this synthetic approach has the shortest reaction time and it works at the lowest temperatures reported in the literature for the preparation of these materials. The influence of the surfactant on the structural, electronic, optical, and photocatalytic properties of CGO nanocrystals is discussed by a combination of experimental and theoretical approaches, and that results elucidates the nature of the band gap of synthetized CGO nanocrystals. We believe that this particular strategy is one of the most critical parameters for the development of innovative applications and that result could shed some light on the emerging material design with entirely new properties.</p> <p><b> </b></p>

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