CX (X=Br, I) Bond-Tolerant Aerobic Oxidative Cross- Coupling: A Strategy to Selectively Construct β-Aryl Ketones and Aldehydes

• Published in: Advanced synthesis & catalysis Vol. 354; no. 2-3; pp. 341 - 346
• Main Authors: Chen, Mao, Wang, Jie, Chai, Ziyi, You, Cai, Lei, Aiwen
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 01.02.2012; WILEY‐VCH Verlag; Wiley-VCH
• Subjects: B derivatives; Chemical reactivity; Chemistry; copper; cross-coupling; Exact sciences and technology; Noncondensed benzenic compounds; Organic chemistry; Organometalloidal and organometallic compounds; oxygen; palladium; Preparations and properties; Reactivity and mechanisms; selectivity; Haloarene; Alcohol; Palladium complex; Selectivity; Oxidant; Oxidative coupling; Cross reaction; Aromatic compound; Copper; Chemical reactivity; Chemical synthesis; Platinoid; oxygen; Halogen Organic compounds; Lewis acid; Catalytic reaction; Transition metal; Palladium; Aerobe; Aldehyde; Ketone; Chemical coupling; Copper ion; cross-coupling; Benzenic compound; Boron Organic compounds; Boronic acid derivative; Boronic acids
• ISSN: 1615-4150; 1615-4169
• DOI: 10.1002/adsc.201100782

Using moelcular oxygen as the terminal oxidant, various aryl halide‐containing β‐aryl ketones and aldehydes can be synthesized directly from readily available allyic alcohols and boronic acids via palladium‐catalyzed oxidative cross‐coupling reactions. The dual roles of copper, including electron‐carrier and Lewis acid functions, are supposed to be critical for the high reactivity and selectivity of this aerobic oxidative coupling transformation.