doi: 10.1021/ja0349857.
C-H activation/borylation/oxidation: a one-pot unified route to meta-substituted phenols bearing ortho-/para-directing groups
Affiliations
- PMID: 12822984
- DOI: 10.1021/ja0349857
Item in Clipboard
C-H activation/borylation/oxidation: a one-pot unified route to meta-substituted phenols bearing ortho-/para-directing groups
J Am Chem Soc.
.
Abstract
An efficient one-pot C-H activation/borylation/oxidation protocol for the preparation of phenols is described. This method is particularly attractive for the generation of meta-substituted phenols bearing ortho-/para-directing groups, as such substrates are difficult to access by other phenol syntheses.
Similar articles
-
Silyl-directed, iridium-catalyzed ortho-borylation of arenes. A one-pot ortho-borylation of phenols, arylamines, and alkylarenes.J Am Chem Soc. 2008 Jun 18;130(24):7534-5. doi: 10.1021/ja8015878. Epub 2008 May 22. J Am Chem Soc. 2008. PMID: 18494474
-
P-directed borylation of phenols.Org Lett. 2013 Mar 1;15(5):984-7. doi: 10.1021/ol303203m. Epub 2013 Jan 30. Org Lett. 2013. PMID: 23363045
-
meta-Nitration of Arenes Bearing ortho/para Directing Group(s) Using C-H Borylation.Chemistry. 2019 Jun 18;25(34):8018-8023. doi: 10.1002/chem.201901633. Epub 2019 May 20. Chemistry. 2019. PMID: 30974007
-
Overriding ortho-para selectivity via a traceless directing group relay strategy: the meta-selective arylation of phenols.J Am Chem Soc. 2014 Mar 19;136(11):4109-12. doi: 10.1021/ja500457s. Epub 2014 Mar 11. J Am Chem Soc. 2014. PMID: 24612008
-
Recent development and improvement for boron hydride-based catalytic asymmetric reduction of unsymmetrical ketones.Chem Soc Rev. 2009 Feb;38(2):443-52. doi: 10.1039/b811341f. Epub 2008 Nov 26. Chem Soc Rev. 2009. PMID: 19169459 Review.
Cited by
-
Boc groups as protectors and directors for Ir-catalyzed C-H borylation of heterocycles.J Org Chem. 2009 Dec 4;74(23):9199-201. doi: 10.1021/jo901822b. J Org Chem. 2009. PMID: 19894699 Free PMC article.
-
Protective Group-Dependent Iridium-Catalyzed CH Borylations of Levodopa.J Org Chem. 2025 Jun 6;90(22):7507-7509. doi: 10.1021/acs.joc.5c00476. Epub 2025 May 27. J Org Chem. 2025. PMID: 40422969 Free PMC article.
-
Ligand survey results in identification of PNP pincer complexes of iridium as long-lived and chemoselective catalysts for dehydrogenative borylation of terminal alkynes.Chem Sci. 2015 Nov 1;6(11):6572-6582. doi: 10.1039/c5sc02161h. Epub 2015 Aug 4. Chem Sci. 2015. PMID: 30090274 Free PMC article.
-
Synthesis of (±)-tetrapetalone A-Me aglycon.Angew Chem Int Ed Engl. 2014 Aug 25;53(35):9334-8. doi: 10.1002/anie.201404410. Epub 2014 Jul 7. Angew Chem Int Ed Engl. 2014. PMID: 25045072 Free PMC article.
-
Meta-selective C-H functionalization using a nitrile-based directing group and cleavable Si-tether.J Am Chem Soc. 2013 Dec 18;135(50):18778-81. doi: 10.1021/ja4107034. Epub 2013 Dec 10. J Am Chem Soc. 2013. PMID: 24325399 Free PMC article.
Publication types
MeSH terms
Substances
Grants and funding
LinkOut - more resources
Full Text Sources
Other Literature Sources
