A transition metal- and photosensitizer-free approach for site-selective (hetero)arylation of polychlorinated heteroarenes

• Published in: Chemical communications (Cambridge, England) Vol. 59; no. 62; pp. 9513 - 9516
• Main Authors: Cheng, Xiuliang, He, Yuhang, Song, Silin, Lin, Yu-Mei, Gong, Lei
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 01.08.2023; Royal Society of Chemistry
• Subjects: Chemistry; Chemistry, Multidisciplinary; Chlorine compounds; Heterocyclic compounds; Physical Sciences; Science & Technology; Substrates; Transition metals; C-F
• ISSN: 1359-7345; 1364-548X; 1364-548X
• DOI: 10.1039/d3cc02968a

We have developed an effective photochemical method for site-selective (hetero)arylation of polychlorinated heteroarenes. This approach eliminates the need for transition metal catalysts and photosensitizers by relying on in situ formation of unconventional electron donor-acceptor (EDA) complexes between two substrates and a basic additive. Our protocol yields chlorine-containing biaryl heterocyclic compounds with high levels of site-selectivity, which are of significant importance in both synthetic and medicinal chemistry. A transition metal- and photosensitizer-free approach has been developed for selective (hetero)arylation of polychlorinated heteroarenes, involving unconventional EDA complexes between two substrates and a basic additive.