Kinetics of nucleophilic addition reaction of phenyl isoselenocyanates and phenyl isothiocyanates

1975 ◽  
Vol 40 (9) ◽  
pp. 2838-2844 ◽  
Author(s):  
P. Kristian ◽  
G. Suchár ◽  
D. Podhradský
1994 ◽  
Vol 59 (12) ◽  
pp. 2632-2640 ◽  
Author(s):  
Dana Mazagová ◽  
Pavol Kristian ◽  
Gejza Suchár ◽  
Ján Imrich ◽  
Marián Antalík

Kinetics of nucleophilic addition reaction of 9-isothiocyanatoacridine with seventeen aliphatic and aromatic amines in organic solvents has been studied by the VIS spectroscopic method. 9-Isothiocyanatoacridine reacted by about two orders of magnitude faster than phenyl isothiocyanate. The reaction rates of aliphatic amines were markedly affected by steric effects. Excepting 1-acridin-9-yl-3-butylthiourea (IIIo), the products obtained exhibited weaker fluorescence than the starting 9-isothiocyanatoacridine.


1994 ◽  
Vol 59 (7) ◽  
pp. 1682-1690 ◽  
Author(s):  
Danica Sabolová ◽  
Dana Mazagová ◽  
Pavol Kristian ◽  
Marián Antalík ◽  
Dušan Podhradský ◽  
...  

Kinetics of nucleophilic addition reaction of 2- and 4-substituted 9-isothiocyanatoacridines I - VII with glycine in buffered aqueous dimethylformamide has been studied. The addition products, N-(9-acridinylthiocarbamoyl)glycines VIII - XIV, were characterized by IR, UV, 1H NMR, mass and fluorescence spectra. Derivatives VIII, X and XII exhibited higher fluorescence intensity than the starting isothiocyanates; the highest fluorescence was found for the unsubstituted compound X. The reaction mechanism is discussed on the basis of properties of the reaction products and kinetic characteristics.


Soft Matter ◽  
2021 ◽  
Author(s):  
Suprakash Samanta ◽  
Rashmi Ranjan Sahoo

Present study demonstrates a simple and multistep approach for the preparation of covalent functionalization of chemically prepared graphene oxide (GO) by branched polyethylenimine (PEI) through nucleophilic addition reaction to prepare...


Synlett ◽  
2018 ◽  
Vol 30 (04) ◽  
pp. 483-487 ◽  
Author(s):  
Shuo Tong ◽  
Mei-Xiang Wang

A general and efficient method for the synthesis of highly enantiopure 4-amino-1,2,3,4-tetradydropyridine derivatives based on chiral phosphoric acid catalyzed intramolecular nucleophilic addition of tertiary enamides to imines has been developed. We have also demonstrated a substrate engineering strategy to significantly improve the enantioselectivity of asymmetric catalysis


Tetrahedron ◽  
2003 ◽  
Vol 59 (10) ◽  
pp. 1781-1790 ◽  
Author(s):  
Jing-Rong Lin ◽  
Aidar T Gubaidullin ◽  
Vakhid A Mamedov ◽  
Sadao Tsuboi

Synlett ◽  
2019 ◽  
Vol 31 (01) ◽  
pp. 7-12 ◽  
Author(s):  
Ye Zhang ◽  
Lei Zhang ◽  
Xiangbing Qi

Indole-fused tetracyclic ring systems containing nitrogen atoms are common core skeletons of many indole alkaloids such as sarpagine, macroline, and ajmaline. Efficient and stereoselective construction of these ring systems can promote the development of the corresponding alkaloid syntheses. In this article, we briefly summarize our current progress toward the application of the aza-Achmatowicz reaction and indole nucleophilic addition reaction cascade for the first asymmetric total synthesis of the macroline-type indole alkaloid (–)-Alstofolinine A. Our synthetic strategy is based on furan oxidation/rearrangement and proceeds from easily accessible materials such as indole and furan derivatives.


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