scholarly journals Facile and Promising Method for Michael Addition of Indole and Pyrrole to Electron-Deficienttrans-β-Nitroolefins Catalyzed by a Hydrogen Bond Donor Catalyst Feist’s Acid and Preliminary Study of Antimicrobial Activity

2014 ◽  
Vol 2014 ◽  
pp. 1-15 ◽  
Author(s):  
Abdullah M. A. Al Majid ◽  
Mohammad Shahidul Islam ◽  
Assem Barakat ◽  
Mohamed H. M. Al-Agamy ◽  
Mu. Naushad
Keyword(s):  
Antimicrobial Activity ◽  
Hydrogen Bond ◽  
Michael Addition ◽  
Hydrogen Bond Donor ◽  
New Class ◽  
Optimum Reaction ◽  
Preliminary Study ◽  
Cooperative Hydrogen Bonding ◽  
The Michael Addition

The importance of cooperative hydrogen-bonding effects has been demonstrated using novel 3-methylenecyclopropane-1,2-dicarboxylic acid (Feist’s acid (FA)) as hydrogen bond donor catalysts for the addition of indole and pyrrole totrans-β-nitrostyrene derivatives. Because of the hydrogen bond donor (HBD) ability, Feist’s acid (FA) has been introduced as a new class of hydrogen bond donor catalysts for the activation of nitroolefin towards nucleophilic substitution reaction. It has effectively catalyzed the Michael addition of indoles and pyrrole toβ-nitroolefins under optimum reaction condition to furnish the corresponding Michael adducts in good to excellent yields (up to 98%). The method is general, atom-economical, convenient, and eco-friendly and could provide excellent yields and regioselectivities. Some newly synthesized compounds were for examinedin vitroantimicrobial activity and their preliminary results are reported.

1,1-Diamino-2-nitroethylenes as excellent hydrogen bond donor organocatalysts in the Michael addition of carbon-based nucleophiles to β-nitrostyrenes

Tetrahedron ◽  
2013 ◽  
Vol 69 (43) ◽  
pp. 9007-9012 ◽  
Author(s):  
Rodrigo C. da Silva ◽  
Gustavo P. da Silva ◽  
Diego P. Sangi ◽  
João G. de M. Pontes ◽  
Antônio G. Ferreira ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Michael Addition ◽  
Hydrogen Bond Donor ◽  
The Michael Addition ◽  
Carbon Based

ChemInform Abstract: 1,1-Diamino-2-nitroethylenes as Excellent Hydrogen Bond Donor Organocatalysts in the Michael Addition of Carbon-Based Nucleophiles to β-Nitrostyrenes.

ChemInform ◽  
2014 ◽  
Vol 45 (9) ◽  
pp. no-no
Author(s):  
Rodrigo C. da Silva ◽  
Gustavo P. da Silva ◽  
Diego P. Sangi ◽  
Joao G. de M. Pontes ◽  
Antonio G. Ferreira ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Michael Addition ◽  
Hydrogen Bond Donor ◽  
The Michael Addition ◽  
Carbon Based

Moxifloxacin/Gatifloxacin‐1,2,3‐triazole‐isatin Hybrids with Hydrogen‐Bond Donor and Their In Vitro Anticancer Activity

2019 ◽  
Vol 56 (9) ◽  
pp. 2691-2694 ◽  
Author(s):  
Rongxing Chen ◽  
Hao Zhang ◽  
Tianwei Ma ◽  
Huarui Xue ◽  
Zhong Miao ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Anticancer Activity ◽  
Hydrogen Bond Donor

ChemInform Abstract: Synthesis and in vitro Antimicrobial Activity of 3- Heteroarylsulfonylmethyl Cephems: A New Class of Cephalosporins.

ChemInform ◽  
2010 ◽  
Vol 26 (31) ◽  
pp. no-no
Author(s):  
M. P. SINGH ◽  
R. SINGH ◽  
S. N. MAITI ◽  
P. SPEVAK ◽  
N. ISHIDA ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
In Vitro Antimicrobial Activity ◽  
New Class

ChemInform Abstract: Silanediols: A New Class of Hydrogen Bond Donor Catalysts.

ChemInform ◽  
2012 ◽  
Vol 43 (6) ◽  
pp. no-no
Author(s):  
Andrew G. Schafer ◽  
Joshua M. Wieting ◽  
Anita E. Mattson
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bond Donor ◽  
New Class

Molecular Engineering of β-Substituted Oxoporphyrinogens for Hydrogen-Bond Donor Catalysis

2019 ◽  
Author(s):  
Mandeep K. Chahal ◽  
Daniel Payne ◽  
Yoshitaka Matsushita ◽  
Jan Labuta ◽  
Katsuhiko Ariga ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Molecular Engineering ◽  
Hydrogen Bond Donor ◽  
Conjugate Additions ◽  
Bond Forming ◽  
Michael Additions ◽  
New Class ◽  
Hydrogen Bonding Interactions ◽  
Multiple Hydrogen Bond ◽  
Intramolecular Hydrogen

<p>A new class of bifunctional hydrogen-bond donor organocatalyst using oxoporphyrinogens with increased intramolecular hydrogen-bond donor distances is reported. Oxoporphyrinogens are highly non-planar rigid macrocycles containing a multiple hydrogen bond forming binding site. In this work we report the first example of non-planar OxPs as hydrogen-bond donor catalysts. The introduction of β-substituents is key to the catalytic activity and the catalysts are able to catalyze 1,4-conjugate additions and sulfa-Michael additions, as well as, Henry and aza-Henry reactions at low catalyst loadings (≤ 1 mol%) under mild conditions. Preliminary mechanistic studies have been carried out and a possible reaction mechanism has been proposed based on the bi-functional activation of both substrates through hydrogen-bonding interactions.</p>

An efficient synthesis of some new chalcone, acetyl pyrazoline and amino pyrimidine bearing 1,3,5- triazine nucleus as potential antimicrobial and antitubercular agent

2019 ◽  
Author(s):  
Chem Int
Keyword(s):  
Antimicrobial Activity ◽  
Guanidine Hydrochloride ◽  
Antitubercular Activity ◽  
Dilution Method ◽  
Mycobacterium Tuberculosis H37rv ◽  
New Class ◽  
Chemical Structures ◽  
Lowenstein Jensen ◽  
Amino Pyrimidine

In an attempt to find a new class of antimicrobial and antitubercular agent, a new series of chalcone, acetyl pyrazoline and amino pyrimidine bearing 1,3,5- triazine nucleus were synthesized with appropriate chemical reagent. Chalcones (D1-D5) were synthesized by the classical Claisen-Schmidt condensation of substituted ketone (C) with variously substituted aldehydes via conventional method. Now treatment of chalcones with hydrazine hydrate/glacial acetic acid and guanidine hydrochloride/Alkali afforded the corresponding acetyl pyrazoline (E1-E5) and amino pyrimidine (F1-F5) derivatives respectively. The chemical structures of all newly synthesized compounds were established on the basis of their FTIR, 1H NMR, 13C NMR, LC-MS as well as elemental analysis. All the newly design compounds were assayed for their in vitro antimicrobial activity against selected pathogens by the Broth dilution method and in vitro antitubercular activity against Mycobacterium tuberculosis H37Rv using Lowenstein-Jensen MIC method. Most of the compounds showed appreciable antimicrobial activity against the all tested strains. Among the synthesized compounds D1, D2, D3, E1, E3, E4, F3 and F4 exhibited excellent antimicrobial activity and said to be the most proficient members of the series. Compound D5 and F5 exhibited promising antitubercular activity.

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