Selenocyclization by formation of carbon-nitrogen bonds

2021 ◽  
Vol 18 ◽  
Author(s):  
Biljana Šmit ◽  
Petar B. Stanić ◽  
Nenad Janković

: Selenium promoted cyclization of unsaturated substrates containing internal nitrogen nucleophiles, such as different amines and amides, including the examples of its application in the synthesis of more complex polycyclic compounds is reviewed. Selenocyclization reactions of some more specific polyfunctional substrates, like Biginelli hybrids and hydantoins, are also covered.

2020 ◽  
Author(s):  
Tulin Okbinoglu ◽  
Pierre Kennepohl

Molecules containing sulfur-nitrogen bonds, like sulfonamides, have long been of interest due to their many uses and chemical properties. Understanding the factors that cause sulfonamide reactivity is important, yet their continues to be controversy regarding the relevance of S-N π bonding in describing these species. In this paper, we use sulfur K-edge x-ray absorption spectroscopy (XAS) in conjunction with density functional theory (DFT) to explore the role of S<sub>3p</sub> contributions to π-bonding in sulfonamides, sulfinamides and sulfenamides. We explore the nature of electron distribution of the sulfur atom and its nearest neighbors and extend the scope to explore the effects on rotational barriers along the sulfur-nitrogen axis. The experimental XAS data together with TD-DFT calculations confirm that sulfonamides, and the other sulfinated amides in this series, have essentially no S-N π bonding involving S<sub>3p</sub> contributions and that electron repulsion and is the dominant force that affect rotational barriers.


ChemInform ◽  
1989 ◽  
Vol 20 (36) ◽  
Author(s):  
T. TSUDA ◽  
Y. HORII ◽  
Y. NAKAGAWA ◽  
T. ISHIDA ◽  
T. SAEGUSA

1981 ◽  
Vol 19 (5) ◽  
pp. 929-955 ◽  
Author(s):  
Ov. Mekenyan ◽  
D. Bonchev ◽  
N. Trinajsti?

1964 ◽  
Vol 29 (6) ◽  
pp. 1279-1282 ◽  
Author(s):  
Stanley J. Cristol ◽  
Lyle K. Gaston ◽  
Trent Tiedeman
Keyword(s):  

2008 ◽  
Vol 73 (21) ◽  
pp. 8639-8642 ◽  
Author(s):  
Huifeng Wang ◽  
Yaming Li ◽  
Fangfang Sun ◽  
Yang Feng ◽  
Kun Jin ◽  
...  

2009 ◽  
Vol 131 (8) ◽  
pp. 2993-3006 ◽  
Author(s):  
Gilles Lemière ◽  
Vincent Gandon ◽  
Kevin Cariou ◽  
Alexandra Hours ◽  
Takahide Fukuyama ◽  
...  
Keyword(s):  

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