Rhodium-catalyzed oxidative C-H arylation of 2-arylpyridine derivatives via decarbonylation of aromatic aldehydes
- PMID: 20712314
- DOI: 10.1021/ja105396b
Rhodium-catalyzed oxidative C-H arylation of 2-arylpyridine derivatives via decarbonylation of aromatic aldehydes
Abstract
A new concept for aryl-aryl coupling that involves oxidative decarbonylative coupling of aryl C-H bonds and readily available aldehydes has been developed, achieving the aryl-aryl union with complete control of reaction sites.
Similar articles
-
Rhodium(III)-amine dual catalysis for the oxidative coupling of aldehydes by directed C-H activation: synthesis of phthalides.Org Lett. 2013 Oct 18;15(20):5166-9. doi: 10.1021/ol402145m. Epub 2013 Oct 8. Org Lett. 2013. PMID: 24102303
-
Synthesis of alpha-heteroarylpropanoic acid via asymmetric hydroformylation catalyzed by Rh(I)-(R,S)-BINAPHOS and the subsequent oxidation.J Org Chem. 2007 Nov 9;72(23):8671-6. doi: 10.1021/jo0712190. Epub 2007 Oct 10. J Org Chem. 2007. PMID: 17927247
-
Sterically hindered benzophenones via rhodium-catalyzed oxidative arylation of aldehydes.J Org Chem. 2008 Oct 3;73(19):7800-2. doi: 10.1021/jo801460w. Epub 2008 Aug 28. J Org Chem. 2008. PMID: 18754578
-
Catalytic synthesis of oligoene and enyne derivatives through carbometalation of internal alkynes.Chem Rec. 2008;8(5):326-36. doi: 10.1002/tcr.20158. Chem Rec. 2008. PMID: 18958852 Review.
-
Catalytic migratory oxidative coupling of nitrones through an outer-sphere C(sp3)-H activation process.Chem Rec. 2011 Sep;11(5):236-41. doi: 10.1002/tcr.201100024. Epub 2011 Sep 6. Chem Rec. 2011. PMID: 21898780 Review.
Cited by
-
Synthesis of Alkyl Halides from Aldehydes via Deformylative Halogenation.Org Lett. 2019 May 17;21(10):3848-3854. doi: 10.1021/acs.orglett.9b01337. Epub 2019 May 3. Org Lett. 2019. PMID: 31050440 Free PMC article.
-
The Versatile and Strategic O-Carbamate Directed Metalation Group in the Synthesis of Aromatic Molecules: An Update.Chem Rev. 2024 Jun 26;124(12):7731-7828. doi: 10.1021/acs.chemrev.3c00923. Epub 2024 Jun 12. Chem Rev. 2024. PMID: 38864673 Free PMC article. Review.
-
LED-induced Ru-photoredox Pd-catalyzed C-H arylation of (6-phenylpyridin-2-yl)pyrimidines and heteroaryl counterparts.RSC Adv. 2024 Apr 16;14(17):12179-12191. doi: 10.1039/d4ra02173h. eCollection 2024 Apr 10. RSC Adv. 2024. PMID: 38628490 Free PMC article.
-
A general method for copper-catalyzed arene cross-dimerization.J Am Chem Soc. 2011 Aug 31;133(34):13577-86. doi: 10.1021/ja2047717. Epub 2011 Aug 8. J Am Chem Soc. 2011. PMID: 21823581 Free PMC article.
-
Intermolecular oxidative decarbonylative [2 + 2 + 2] carbocyclization of N-(2-ethynylaryl)acrylamides with tertiary and secondary alkyl aldehydes involving C(sp3)-H functionalization.Chem Sci. 2016 Dec 14;7(12):7050-7054. doi: 10.1039/c6sc02451c. Epub 2016 Jul 21. Chem Sci. 2016. PMID: 28337339 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources