Metal-free TFA promoted arylation/heteroarylation was achieved under mild conditions via the reaction of chloro-derivatives of nitrogen heterocycles [e. g., =CÀ C(Cl)=NÀ ] with electron rich arenes/ heteroarenes. It was also observed that apart from participating in the heteroarylation step, TFA was able to facilitate the hydroarylation/o-arylation process in the same pot affording the carbazole/oxepine fused Nheterocycles. The reaction proceeded with similar efficiency on gram scale.