Copper-Catalyzed Tandem CN Bond Formation: An Efficient Annulative Synthesis of Functionalized Cinnolines

• Published in: Angewandte Chemie International Edition Vol. 51; no. 23; pp. 5718 - 5722
• Main Authors: Ball, Catherine J., Gilmore, Jeremy, Willis, Michael C.
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 04.06.2012; WILEY‐VCH Verlag; Wiley
• Subjects: annulation; Bonding; Carbon - chemistry; Catalysis; Catalysts; Chemistry; Chemistry, Multidisciplinary; cinnolines; Copper; Copper - chemistry; copper catalysis; Cyclization; heterocycles; Heterocyclic Compounds, 2-Ring - chemical synthesis; Heterocyclic Compounds, 2-Ring - chemistry; Hydrazides; Hydrazines - chemistry; Nitrogen - chemistry; Nucleophiles; Physical Sciences; Science & Technology; Synthesis; tandem processes; ROUTE; cinnolines; NITROGEN-HETEROCYCLES; ANTICANCER AGENTS; copper catalysis; tandem processes; AMINATION; annulation; FACILE SYNTHESIS; LIGANDS; heterocycles; ALKENYL; ANTIFUNGAL; DERIVATIVES

Cinn‐tillating synthesis: The combination of a readily available copper catalyst, a simple hydrazide nucleophile, and established difunctionalized building blocks provides a new, flexible route to an under‐developed class of aromatic heterocycles, cinnolines (see scheme).