Palladium-Catalyzed C2-H Arylation of Unprotected (N-H)-Indoles "On Water" Using Primary Diamantyl Phosphine Oxides as a Class of Primary Phosphine Oxide Ligands - Forschungsportal der Justus-Liebig-Universität Gießen:

Journalartikel

Palladium-Catalyzed C2-H Arylation of Unprotected (N-H)-Indoles "On Water" Using Primary Diamantyl Phosphine Oxides as a Class of Primary Phosphine Oxide Ligands

Autorenliste: Moncea, O; Poinsot, D; Fokin, AA; Schreiner, PR; Hierso, JC

Jahr der Veröffentlichung: 2018

Seiten: 2915-2922

Zeitschrift: ChemCatChem

Bandnummer: 10

Heftnummer: 13

ISSN: 1867-3880

DOI Link: https://doi.org/10.1002/cctc.201800187

Verlag: Wiley

Abstract:
We present the Pd-catalyzed arylation of (N-H)-indoles with functionalized haloarenes "on water" using hitherto untested primary diamantyl phosphine oxides (PPO) as ligands. Remarkable C2-H arylation selectivity was achieved by employing functionalized iodoarenes and N-unprotected indoles. We provide evidence that the insitu generated oxide of (9-hydroxy-diamant-4-yl)phosphine L1 is key for the reaction efficiency by comparing a set of diamantane-based compounds structurally related to L1. Our results demonstrate the power of the new PPO ligands for the C-H functionalization of unprotected (N-H)-heterocycles.

Autoren/Herausgeber

- Uni.-Prof. Dr. Peter Richard Schreiner, PhD

Zitierstile

Harvard-Zitierstil: Moncea, O., Poinsot, D., Fokin, A., Schreiner, P. and Hierso, J. (2018) Palladium-Catalyzed C2-H Arylation of Unprotected (N-H)-Indoles "On Water" Using Primary Diamantyl Phosphine Oxides as a Class of Primary Phosphine Oxide Ligands, ChemCatChem, 10(13), pp. 2915-2922. https://doi.org/10.1002/cctc.201800187

APA-Zitierstil: Moncea, O., Poinsot, D., Fokin, A., Schreiner, P., & Hierso, J. (2018). Palladium-Catalyzed C2-H Arylation of Unprotected (N-H)-Indoles "On Water" Using Primary Diamantyl Phosphine Oxides as a Class of Primary Phosphine Oxide Ligands. ChemCatChem. 10(13), 2915-2922. https://doi.org/10.1002/cctc.201800187