Regioselective Synthesis of Heterocycles Containing Nitrogen Neighboring an Aromatic Ring by Reductive Ring Expansion Using Diisobutylaluminum Hydride and Studies on the Reaction Mechanism

2010 ◽  
Vol 75 (3) ◽  
pp. 627-636 ◽  
Author(s):  
Hidetsura Cho ◽  
Yusuke Iwama ◽  
Kenji Sugimoto ◽  
Seiji Mori ◽  
Hidetoshi Tokuyama
Keyword(s):  
Reaction Mechanism ◽  
Aromatic Ring ◽  
Ring Expansion ◽  
Regioselective Synthesis ◽  
Diisobutylaluminum Hydride

Synthetic and Mechanistic Studies on 2,3-Dihydrobenzo[b][1,4]-oxaselenines Formation from Selenocyanates

Synthesis ◽  
2020 ◽  
Vol 52 (11) ◽  
pp. 1643-1658
Author(s):  
Sergio H. Szajnman ◽  
Juan B. Rodriguez ◽  
María N. Chao ◽  
Mauricio Cattaneo ◽  
Jonathan Sanchez Gonzalez ◽  
...  
Keyword(s):  
Reaction Mechanism ◽  
Aromatic Ring ◽  
Relevant Information ◽  
Point Of View ◽  
Cyclization Reaction ◽  
Mechanistic Studies ◽  
Reaction Conditions

An expedient preparation of selenium-containing hetero­cycles via an m-chloroperbenzoic acid-mediated seleno-annulation starting from selenocyanate derivatives is described. In spite of its significance, this cyclization reaction is virtually understudied not only from the point of view of its scope, but also from the mechanistic aspects associated to this remarkable transformation. In this sense, several selenocyanate and thiocyanate derivatives bearing an aromatic ring were evaluated as substrates under different reaction conditions of this interesting cyclization yielding important insights on its scope as well as relevant information on the reaction mechanism.

Stereoselective and Regioselective Synthesis of Azepane and Azepine Derivatives via Piperidine Ring Expansion.

ChemInform ◽  
2003 ◽  
Vol 34 (8) ◽  
Author(s):  
Hyun-soon Chong ◽  
Bishwajit Ganguly ◽  
Grant A. Broker ◽  
Robin D. Rogers ◽  
Martin W. Brechbiel
Keyword(s):  
Ring Expansion ◽  
Regioselective Synthesis ◽  
Piperidine Ring

Regioselective Synthesis of 2(1H)-Pyridinones from β-Aminoenones and Malononitrile. Reaction Mechanism

1999 ◽  
Vol 64 (26) ◽  
pp. 9493-9498 ◽  
Author(s):  
Angel Alberola ◽  
Luis A. Calvo ◽  
Alfonso González Ortega ◽  
M. Carmen Sañudo Ruíz ◽  
Pedro Yustos ◽  
...  
Keyword(s):  
Reaction Mechanism ◽  
Regioselective Synthesis

A facile and regioselective synthesis of 1-tetralones via silver-catalyzed ring expansion

2015 ◽  
Vol 13 (29) ◽  
pp. 7924-7927 ◽  
Author(s):  
Jiajia Yu ◽  
Huijun Zhao ◽  
Shuguang Liang ◽  
Xiaoguang Bao ◽  
Chen Zhu
Keyword(s):  
Ring Expansion ◽  
Regioselective Synthesis

A regioselective synthesis of 1-tetralones via silver-catalyzed ring expansion is described.

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