21282-62-2Relevant articles and documents
Beyond conventional routes, an unprecedented metal-free chemoselective synthesis of anthranilate esters via a multicomponent reaction (MCR) strategy
Sarkar, Satavisha,Khan, Abu T.
supporting information, p. 12673 - 12676 (2015/08/06)
A hitherto unreported route for the synthesis of anthranilate esters is demonstrated using 2-nitrobenzaldehyde, malonitrile and an alcohol or amine via a metal and oxidant free multicomponent reaction (MCR) strategy. This process simultaneously installs an ester and urea or urethane functionality via CO and CN bond formations via concurrent oxidation of the aldehyde group and reduction of the nitro group involving an intramolecular redox process.
Cyanic Acid Ester. 35. On Formation and Consecutive Reactions of N-Cyanato Phthalimide. New Specifically Activated and Blocked Isatoic Acid Derivatives
Martin, Dieter,Nadolski, Karin,Gruendemann, Egon
, p. 737 - 746 (2007/10/02)
Depending on the reaction conditions N-hydroxy-phthalimide affords on treatment with cyanogen bromide via N-cyanato phthalimide 2 the iminocarbonate 3 and isatoic acid derivatives 7 and 16.Both the latter react with nucleophiles as isatoic acid derivatives activated on the carboxylic group and protected on the carbamic group or vice versa, furnishing N,N-bis alkoxycarbonyl anthranilic acid amides 9, N-alkoxycarbonyl anthranilic acid 12, o-alkoxycarbonyl phenyl ureas 17 and the benzotriazepin-2,5-dione 14.The structures of the new compounds are proved by 1H-n.m.r. and 13C-n.m.r. measurements as well as independent synthesis.