Intermolecular Palladium(0)-Catalyzed Atropo-enantioselective C-H Arylation of Heteroarenes

Nguyen, Qui-Hien and Guo, Shu-Min and Royal, Titouan and Baudoin, Olivier and Cramer, Nicolai. (2020) Intermolecular Palladium(0)-Catalyzed Atropo-enantioselective C-H Arylation of Heteroarenes. Journal of American Chemical Society, 142 (5). pp. 2161-2167.

[img] PDF - Accepted Version

Official URL: https://edoc.unibas.ch/78131/

Downloads: Statistics Overview


Atropisomeric (hetero)biaryls are motifs with increasing significance in ligands, natural products, and biologically active molecules. The straightforward construction of the stereogenic axis by efficient C-H functionalization methods is extremely rare and challenging. An intermolecular and highly enantioselective C-H arylation of relevant heteroarenes providing an efficient access to atropisomeric (hetero)biaryls is reported. The use of a Pd(0) complex equipped with H; 8; -BINAPO as a chiral ligand enables the direct functionalization of a broad range of 1,2,3-triazoles and pyrazoles in excellent yields and selectivities of up to 97.5:2.5; er; . The method also allows for an atroposelective double C-H arylation for the construction of two stereogenic axes with >99.5:0.5; er; .
Faculties and Departments:05 Faculty of Science > Departement Chemie > Chemie > Synthetische Chemie (Baudoin)
UniBasel Contributors:Baudoin, Olivier
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:American Chemical Society
Note:Publication type according to Uni Basel Research Database: Journal article
Identification Number:
edoc DOI:
Last Modified:05 Feb 2021 02:30
Deposited On:19 Aug 2020 07:52

Repository Staff Only: item control page