Regioselective Chlorination and Suzuki–Miyaura Cross‐Coupling of 4‐Alkoxycoumarins, 4‐Alkoxy‐2‐pyrones, and Related Heterocycles

• Published in: European journal of organic chemistry Vol. 2017; no. 32; pp. 4827 - 4835
• Main Authors: Prendergast, Aisling M., McGlacken, Gerard P.
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 01.09.2017; Wiley Subscription Services, Inc
• Subjects: Aldehydes; Aromatic compounds; Chemistry; Chemistry, Organic; Chlorination; Coumarin; Cross coupling; Functional groups; Green chemistry; Halogenation; Heterocycles; Nitriles; Physical Sciences; Protecting groups; Regioselectivity; Science & Technology; Substrates; Toxicity; Heterocycles; ROUTE; DIRECT ARYLATION; ACID; 3-ARYL-4-HYDROXYCOUMARINS; COUMARINS; Cross-coupling; Protecting groups; 2-PYRONES; Halogenation; CHEMISTRY; Green chemistry; DERIVATIVES; CYCLIZATION

Chlorination of the coumarin framework was achieved by using trichloroisocyanuric acid, which has several advantages over N‐chlorosuccinimide, particularly with respect to cost‐effectiveness and toxicity. The Suzuki–Miyaura cross‐coupling of the chlorinated 4‐alkoxycoumarins with a range of aryl‐ an...