Copper(II)-Catalyzed Three-Component Cascade Annulation of Diaryliodoniums, Nitriles, and Alkynes: A Regioselective Synthesis of Multiply Substituted Quinolines

• Published in: Angewandte Chemie International Edition Vol. 52; no. 20; pp. 5323 - 5327
• Main Authors: Wang, Yong, Chen, Chao, Peng, Jing, Li, Ming
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 10.05.2013; WILEY‐VCH Verlag; Wiley; Wiley Subscription Services, Inc
• Edition: International ed. in English
• Subjects: Alkynes; Alkynes - chemistry; annulation; Cascades; Catalysis; Chemical reactions; Chemistry; Chemistry, Multidisciplinary; Copper - chemistry; diaryliodonium; Functional groups; Hydrocarbons, Iodinated - chemistry; Mesylates - chemistry; Molecular Structure; Nitriles; Nitriles - chemistry; nitrogen heterocycles; Onium Compounds - chemistry; Organic chemistry; Physical Sciences; Quinoline; Quinolines - chemical synthesis; Quinolines - chemistry; Science & Technology; Synthesis; alkynes; COMPLEXES; diaryliodonium; SALTS; INDOLES; annulation; nitriles; LIGANDS; POLYVALENT IODINE COMPOUNDS; nitrogen heterocycles; CHEMISTRY; H BOND ARYLATION; EFFICIENT; ALKALOIDS

Three become one: Multiply substituted quinolines were synthesized from diaryliodoniums, alkynes, and nitriles by a CuII‐catalyzed method. This cascade annulation is highly regioselective, step‐economic, flexible with regard to the functional groups, and could potentially be applied to the synthesis...