l-Prolinal Dithioacetal: A Highly Effective Organocatalyst for the Direct Nitro-Michael Addition to Selected Cyclic and Aromatic Ketones

Synthesis ◽  
2019 ◽  
Vol 51 (17) ◽  
pp. 3356-3368
Author(s):  
Piotr Pomarański ◽  
Zbigniew Czarnocki
Keyword(s):  
Michael Addition ◽  
Ring Size ◽  
Cyclic Ketones ◽  
Asymmetric Syntheses ◽  
Aromatic Ketones ◽  
Ring Systems ◽  
Effective Catalyst ◽  
Acetophenone Derivatives ◽  
Highly Effective ◽  
Related Compounds

The synthesis of novel l-prolinal dithioacetal and its application as an organocatalyst for the direct Michael addition of cyclic ketones and acetophenone derivatives to trans-β-nitrostyrene and related compounds is described. The prolinal dithioacetal acts as effective catalyst in the case of cyclic ketones of different ring size, in particular five- and six-membered examples, as well as larger and smaller ring systems. High enantioselectivity and diastereoselectivity is observed for different substrates and trans-β-nitrostyrenes. Also, the first asymmetric syntheses of selected 2-methyl-4-nitro-1,3-diphenylbutan-1-one derivatives by application of the obtained organocatalyst is presented.

Cross β-alkylation of primary alcohols catalysed by DMF-stabilized iridium nanoparticles

2021 ◽  
Author(s):  
Masaki Kobayashi ◽  
Hiroki Yamaguchi ◽  
Takeyuki Suzuki ◽  
Yasushi Obora
Keyword(s):  
Primary Alcohols ◽  
Recycling Process ◽  
Catalyst Recycling ◽  
Simple Method ◽  
Benzyl Alcohols ◽  
Effective Catalyst ◽  
Iridium Nanoparticles ◽  
Highly Effective ◽  
Linear Alcohols ◽  
The Cross

A simple method for the cross β-alkylation of linear alcohols with benzyl alcohols in the presence of DMF-stabilized iridium nanoparticles was developed. Furthermore, a highly effective catalyst-recycling process was also developed.

Highly Effective Catalyst for the Reaction of Trialkylphosphites with C˭X Electrophiles

2011 ◽  
Vol 186 (4) ◽  
pp. 796-798 ◽  
Author(s):  
Olga O. Kolodiazhna ◽  
Anastasia O. Kolodiazhna ◽  
Oleg I. Kolodiazhnyi
Keyword(s):  
Effective Catalyst ◽  
Highly Effective

Pd-PEPPSI-IPentCl: A Highly Effective Catalyst for the Selective Cross-Coupling of Secondary Organozinc Reagents

2012 ◽  
Vol 51 (45) ◽  
pp. 11354-11357 ◽  
Author(s):  
Matthew Pompeo ◽  
Robert D. J. Froese ◽  
Niloufar Hadei ◽  
Michael G. Organ
Keyword(s):  
Cross Coupling ◽  
Effective Catalyst ◽  
Highly Effective ◽  
Organozinc Reagents

Ethylenediamine: A Highly Effective Catalyst for One-Pot Synthesis of Aryl Nitroalkenes via Henry Reaction and Dehydration

2012 ◽  
Vol 30 (12) ◽  
pp. 2827-2833 ◽  
Author(s):  
Jianxin Yang ◽  
Jing Dong ◽  
Xia Lü ◽  
Qiang Zhang ◽  
Wei Ding ◽  
...  
Keyword(s):  
Henry Reaction ◽  
One Pot ◽  
Effective Catalyst ◽  
One Pot Synthesis ◽  
Highly Effective

Synthesis of biologically active heterocyclic compounds from allenic and acetylenic nitriles and related compounds

2021 ◽  
Vol 0 (0) ◽  
Author(s):  
Marthe Carine Djuidje Fotsing ◽  
Dieudonné Njamen ◽  
Zacharias Tanee Fomum ◽  
Derek Tantoh Ndinteh
Keyword(s):  
Michael Addition ◽  
Heterocyclic Compounds ◽  
Biological Activities ◽  
Biologically Active ◽  
Polycyclic Compounds ◽  
One Step ◽  
Pharmaceutical Properties ◽  
Related Compounds ◽  
Acetylenic Acids ◽  
The Michael Addition

Abstract Cyclic and polycyclic compounds containing moieties such as imidazole, pyrazole, isoxazole, thiazoline, oxazine, indole, benzothiazole and benzoxazole benzimidazole are prized molecules because of the various pharmaceutical properties that they display. This led Prof. Landor and co-workers to engage in the synthesis of several of them such as alkylimidazolenes, oxazolines, thiazolines, pyrimidopyrimidines, pyridylpyrazoles, benzoxazines, quinolines, pyrimidobenzimidazoles and pyrimidobenzothiazolones. This review covers the synthesis of biologically active heterocyclic compounds by the Michael addition and the double Michael addition of various amines and diamines on allenic nitriles, acetylenic nitriles, hydroxyacetylenic nitriles, acetylenic acids and acetylenic aldehydes. The heterocycles were obtained in one step reaction and in most cases, did not give side products. A brief discussion on the biological activities of some heterocycles is also provided.

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