2243-81-4Relevant articles and documents
Et4NI-catalyzed amidation of aldehydes and alcohols with ammonium salts
Wang, Gao,Yu, Qing-Ying,Chen, Shan-Yong,Yu, Xiao-Qi
, p. 414 - 417 (2014/01/06)
An efficient method for the oxidative amidation of benzylic aldehydes or alcohols with ammonium salts has been developed for the synthesis of primary amides using Et4NI as the catalyst and tert-butyl hydroperoxide as the oxidant. This amidation reaction is operationally straightforward and provides primary amides in moderate to good yields under mild conditions.
Benzamide synthesis by direct electrophilic aromatic substitution with cyanoguanidine
Naredla, Rajasekhar Reddy,Klumpp, Douglas A.
experimental part, p. 4779 - 4781 (2012/09/07)
Cyanoguanidine is an inexpensive commodity chemical and it is found to be a useful reagent for the direct Friedel-Crafts carboxamidation of arenes. The reaction works best in an excess of Bronsted superacid, an observation suggesting the involvement of a superelectrophilic intermediate. Theoretical calculations indicate that the most stable diprotonated species involves protonation at the guanidine and cyano nitrogen atoms.
Room-temperature debenzylation of N-benzylcarboxamides by N-bromosuccinimide
Kuang, Liping,Zhou, Jing,Chen, Sheng,Ding, Ke
, p. 3129 - 3134 (2008/03/28)
A simple and highly efficient method has been developed with which to cleave the N-benzyl group on N-mono- or disubstituted carboxamides using N-bromosuccinimide (NBS) at room temperature. All the 31 substrates examined showed moderate to excellent deprotection yields. Our study also indicated that the debenzylation may involve an oxygen/light initiated free radical mechanism. Georg Thieme Verlag Stuttgart.