Reductive Heck reactions of N-arylamino-substituted tricyclic imides

Abstract

The C-C coupling of (3aR,4S,7R,7aS)-rel-2-[(3-chloro-4-fluorophenyl)amino]-3a, 4,7,7a-tetrahydro-4,7-methano-1H-isoindole-1,3(2H)-dione (3) which was prepared as a new starting material and (3aR, 4S, 7R, 7aS)-rel-2-[(2,4-dinitrophenyl) amino]-3a, 4,7,7a-tetrahydro-4,7-methano-1H-isoindole-1,3(2H)-dione (6) with aryl-and heteroaryl iodides gave the aryl(hetaryl), N-arylamino tricyclic imides 4a-d and 7a-d under reductive Heck conditions.