Role of .pi.-Electron Delocalization in the Enhanced Acidity of Carboxylic Acids and Enols Relative to Alcohols

1995 ◽  
Vol 117 (39) ◽  
pp. 9875-9880 ◽  
Author(s):  
Philippe C. Hiberty ◽  
Carsten P. Byrman
Synthesis ◽  
2020 ◽  
Author(s):  
Zbigniew Wróbel ◽  
Michał Tryniszewski ◽  
Robert Bujok ◽  
Roman Gańczarczyk

Tributyl- or triphenylphosphine promotes a one-pot, three-step method for the synthesis of differently substituted dibenzodiazepinones from N-aryl-2-nitroanilines. Pyridine analogues and the corresponding thiazepinones can also be formed using this method. The process involves deoxygenation of the nitro group, then formation of an iminophosphorane intermediate and its intramolecular condensation with a carboxyl group placed in the N-aryl group. The role of the carboxyl group in the formation of the iminophosphorane and the mode of cyclization are discussed.


ChemInform ◽  
2015 ◽  
Vol 46 (48) ◽  
pp. no-no
Author(s):  
Chuthamat Duangkamol ◽  
Subin Jaita ◽  
Sirilak Wangngae ◽  
Wong Phakhodee ◽  
Mookda Pattarawarapan

2009 ◽  
Vol 59 (1-3) ◽  
pp. 220-224 ◽  
Author(s):  
Pablo Domínguez de María ◽  
Elena Fernández-Álvaro ◽  
Antoon ten Kate ◽  
Gerrald Bargeman

2011 ◽  
Vol 18 (1) ◽  
pp. 28-31 ◽  
Author(s):  
Pascal Lignier ◽  
Julien Estager ◽  
Nathalie Kardos ◽  
Lydie Gravouil ◽  
Julien Gazza ◽  
...  

2008 ◽  
Vol 112 (43) ◽  
pp. 16968-16972 ◽  
Author(s):  
José J. Benítez ◽  
José A. Heredia-Guerrero ◽  
Francisco M. Serrano ◽  
Antonio Heredia

1993 ◽  
Vol 71 (1) ◽  
pp. 11-14 ◽  
Author(s):  
S. J. Rose ◽  
R.E. Gustar ◽  
D. R. Mihara ◽  
R. I. Bickley ◽  
H. G. M. Edwards ◽  
...  

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