Fig. 3: Initial investigations on NBE analogs capable of ortho C(sp2)-H activation to synthesize the 5-substituted hexahydro-1H-1,4-methanocarbazoles.

Reaction conditions: 2-iodo-N-methylaniline (1.0 eq.), NBE analog (1.0 eq.), morpholino benzoate (1.3 eq.), Pd(OAc)2 (5% eq.), PPh3 (10% eq.), NaOtBu (2.5 eq.), acetonitrile, 100 oC, 12 h.