30932-67-3Relevant academic research and scientific papers
Room-temperature palladium-catalyzed C-H activation: Ortho-carbonylation of aniline derivatives
Houlden, Chris E.,Hutchby, Marc,Bailey, Chris D.,Ford, J.Gair,Tyler, Simon N. G.,Gagne, Michel R.,Lloyd-Jones, Guy C.,Booker-Milburn, Kevin I.
supporting information; experimental part, p. 1830 - 1833 (2009/08/07)
Pd and CO - ureally got me! The title reaction proceeds efficiently at 18°C under CO (1 atm) with 5 % [Pd(OTs)2 (MeCN)2] as precatalyst. Depending on the solvents used, either anthranilates or cyclic imides can be obtained in high yields (see picture, BQ=benzoquinone, Ts=4-toluenesulfonyl).
HETEROCYCLIZATION WITH IMINIUM CHLORIDES, II. SYNTHESIS OF 4H--BENZOXAZINE-4-ONES AND QUINAZOLINONES
Bitter, I.,Szoecs, L.,Toeke, L.
, p. 57 - 66 (2007/10/02)
Reactions between methyl anthranilate and a variety of PI salts afforded 2-ammonio-4H--benzoxazine-4-one chlorides which were subjected to nucleophilic reactions.With primary amines, 2-ureidoanthraniloyl amides were obtained, which were smoothly cyclized in boiling acetic anhydride or dimethylformamide to give 1H,3H-quinazoline-2,4-diones.
