A palladium-catalyzed direct arylation of (3-thiophene)S(O)Me derivatives has been developed. This protocol is effective for the selective synthesis of 2-arylated and 2,5-diarylated sulfinylthiophene derivatives with as low as 0.5 mol % catalyst loading. Various functional groups are well tolerated. A method to install two different aryl groups on 3-(methylsulfinyl)thiophenes is also introduced.
Regiocontroled Pd-catalysed C5-arylation of 3-substituted thiophene derivatives using a bromo-substituent as blocking group.Beilstein J Org Chem. 2016 Oct 17;12:2197-2203. doi: 10.3762/bjoc.12.210. eCollection 2016. Beilstein J Org Chem. 2016. PMID: 27829927 Free PMC article.
Palladium-catalyzed direct arylation of 5-chloropyrazoles: a selective access to 4-aryl pyrazoles.J Org Chem. 2012 Sep 7;77(17):7659-64. doi: 10.1021/jo301047v. Epub 2012 Aug 21. J Org Chem. 2012. PMID: 22849880
Hindered aryl bromides for regioselective palladium-catalysed direct arylation at less favourable C5-carbon of 3-substituted thiophenes.Beilstein J Org Chem. 2014 May 27;10:1239-45. doi: 10.3762/bjoc.10.123. eCollection 2014. Beilstein J Org Chem. 2014. PMID: 24991274 Free PMC article.
Direct C-H arylation of thiophenes at low catalyst loading of a phosphine-free bis(alkoxo)palladium complex.J Org Chem. 2014 Apr 4;79(7):2890-7. doi: 10.1021/jo402745b. Epub 2014 Mar 14. J Org Chem. 2014. PMID: 24625258
Palladium-catalyzed direct arylation of thiophenes bearing SO2R substituents.J Org Chem. 2011 Aug 5;76(15):6407-13. doi: 10.1021/jo200918n. Epub 2011 Jul 5. J Org Chem. 2011. PMID: 21696197