4.7 Article

Metal-Free TFA-Promoted Regioselective (Hetero)Arylation: Synthesis of (Hetero)Aryl Substituted and Carbazole/Oxepine Fused N-Heterocycles

期刊

ADVANCED SYNTHESIS & CATALYSIS
卷 364, 期 7, 页码 1271-1276

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202101459

关键词

Metal-free N-heterocycles; trifluoroacetic acid (TFA); C-C bond formation

资金

  1. Grants Commission (UGC), New Delhi
  2. CSIR [02(0378)/19/EMR-II]
  3. CSIR, New Delhi

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Metal-free TFA promoted arylation/heteroarylation was achieved under mild conditions via the reaction of chloro-derivatives of nitrogen heterocycles with electron rich arenes/heteroarenes. It was also observed that TFA was able to facilitate other reactions, resulting in the formation of fused N-heterocycles.
Metal-free TFA promoted arylation/heteroarylation was achieved under mild conditions via the reaction of chloro-derivatives of nitrogen heterocycles [e. g., =C-C(Cl)=N-] 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 N-heterocycles. The reaction proceeded with similar efficiency on gram scale.

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