ChemInform Abstract: A Visible Light Photocatalytic Cross‐Dehydrogenative Coupling/Dehydrogenation/6π‐Cyclization/Oxidation Cascade: Synthesis of 12‐Nitroindoloisoquinolines from 2‐Aryltetrahydroisoquinolines.

Abstract

A photolytic aerobic oxidative cyclization of 1-nitromethyl substituted tetrahydroisoquinolines (I) and related pyridines (III) in the presence of 1-aminoanthraquinone as the catalyst is developed to yield condensed nitropyrrole derivatives. Combined with formation of the nitromethyl substrate from 2-aryltetrahydroisoquinolines and nitromethane a direct synthesis of products (IIa-d) is achieved using 1,5-diaminoanthraquinone as optimal catalyst. -(RUSCH, F.; UNKEL, L.-N.; ALPERS, D.; HOFFMANN, F.; BRASHOLZ*, M.; Chem. -Eur. J. 21 (2015) 23, 8336-8340, http://dx.doi.org/10.1002/chem.201500612 ; Inst. Org. Chem., Univ. Hamburg, D-20146 Hamburg, Germany; Eng.) -Mais 41-193