2243-81-4Relevant articles and documents
Direct conversion of aromatic aldehydes into benzamides via oxidation with potassium permanganate in liquid ammonia
Antoniak, Damian,Sakowicz, Arkadiusz,Loska, Rafa?,Makosza, Mieczys?aw
supporting information, (2015/01/08)
Oxidation of aromatic aldehydes by KMnO4 in liquid ammonia gives amides directly. The reaction proceeds satisfactorily when the aldehydes are activated by electron-withdrawing substituents on the ring.
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.