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- Title
Pd-Catalysed Direct Arylation of Heteroaromatics Using (Poly)halobenzenesulfonyl Chlorides as Coupling Partners: One Step Access to (Poly)halo-Substituted Bi(hetero)aryls.
- Authors
Skhiri, Aymen; Beladhria, Anissa; Yuan, Kedong; Soulé, Jean‐Francois; Ben Salem, Ridha; Doucet, Henri
- Abstract
The reactivity of (poly)halo-substituted benzenesulfonyl chlorides for Pd-catalysed desulfitative arylation was investigated. 2-, 3- and 4-bromobenzenesulfonyl chlorides react nicely to afford arylated heteroarenes in moderate to high yields without cleavage of the C-Br bonds, allowing further transformations. A minor influence upon reaction yeilds was found to be exerted by the bromo substituent on the benzene ring. Even 4-iodobenzenesulfonyl chloride, di- and tri-bromobenzenesulfonyl chlorides were successfully coupled with a range of heteroarenes without cleavage of the C-Br or C-I bonds and very regioselective arylations were observed in all cases. The reaction was also found to tolerate bromo substituents on the heteroarene.
- Subjects
ARYLATION; PALLADIUM; HETEROARENES; COUPLING reactions (Chemistry); ORGANIC chemistry research
- Publication
European Journal of Organic Chemistry, 2015, Vol 2015, Issue 20, p4428
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201500354