2782-38-9Relevant articles and documents
Acid anhydrides and the unexpected N,N-diethylamides derived from the reaction of carboxylic acids with Ph3P/I2/Et3N
Phakhodee, Wong,Duangkamol, Chuthamat,Wangngae, Sirilak,Pattarawarapan, Mookda
supporting information, p. 325 - 328 (2016/01/12)
The formation of acid anhydrides from the phosphorous-mediated activation of carboxylic acids was investigated. Under various systems, activation of benzoic acid in the presence of base led to the formation of benzoic anhydride at different rates depending on the reactivity of the reagents. Using the Ph3P-I2/Et3N combination, most aryl acids were converted into the corresponding anhydrides in high yields within 5-10 min. However, for nitro-substituted derivatives, unexpectedly, N,N-diethylamides were isolated without anhydride formation. These results indicated the pronounced effect of substituents in governing these potential side reactions which can significantly affect the yields of acylation reactions promoted by phosphonium species.
Transformation of thioamide compounds to corresponding amides using 12-Tungstosilicic acid
Nasr-Esfahani, Masoud,Montazerozohori, Morteza,Moghadam, Majid,Mohammadpoor-Baltork, Iraj,Moradi, Sareh
experimental part, p. 261 - 266 (2010/06/19)
12-Tungstosilicic acid (H4SiW12O40) is applied for the conversion of a series of thioamides to their corresponding oxo analogues in excellent yields in acetonitrile. In the case of thioketones, no reaction is observed under these conditions. The reusability of the catalyst also is investigated.
Acidified, wet, silica-supported tetrabutylammonium periodate: A convenient and mild reagent for conversion of thioamides to their corresponding amides under solvent-free conditions
Nasr-Esfahani, Masoud,Moghadam, Majid,Mohammadpoor-Baltork, Iraj,Boostanifar, Mohammad Hasan
experimental part, p. 2004 - 2009 (2010/01/17)
A series of thioamides are transformed to their corresponding oxo analogues in good to excellent yields with acidified, wet, silica-supported tetrabutylammonium periodate under solvent-free conditions.