Elements of Regiocontrol in the Direct Heteroarylation of Indoles/Pyrroles: Synthesis of Bi- and Fused Polycyclic Heteroarenes by Twofold or Tandem Fourfold CH Activation

• Published in: Chemistry : a European journal Vol. 18; no. 52; pp. 16616 - 16620
• Main Authors: Wang, Zhen, Song, Feijie, Zhao, Yinsong, Huang, Yumin, Yang, Lei, Zhao, Dongbing, Lan, Jingbo, You, Jingsong
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 21.12.2012; WILEY‐VCH Verlag; Wiley
• Subjects: Chemistry; Chemistry, Multidisciplinary; cross-coupling; CH activation; heterocycles; Physical Sciences; regiocontrol; Science & Technology; tandem reactions; ROOM-TEMPERATURE; CATALYSIS; DIRECT ARYLATION; STRATEGY; BOND FORMATION; N-OXIDES; regiocontrol; SIMPLE ARENES; INDOLES; FUNCTIONALIZATION; C-H activation; CROSS-COUPLINGS; heterocycles; cross-coupling; tandem reactions
• ISSN: 0947-6539; 1521-3765
• DOI: 10.1002/chem.201203004

Cross‐coupling: The “chelation‐directed control” and “catalytic‐system‐based control” strategies effectively switch the C2/C3‐site selectivity in the heteroarylation of indoles and pyrroles with N‐heteroarenes by a palladium‐catalyzed twofold CH activation to form biheteroarenes and are further extended to the synthesis of complex fused tri‐ and tetracyclic heteroarenes by a tandem fourfold CH activation (see scheme).