Issue 18, 2024

Synthesis of axially chiral biaryls via Pd(ii)-catalysed direct C(sp2)–H arylation

Abstract

Herein, a concise protocol for the construction of axially chiral biaryls via Pd-catalysed direct C–H arylation of 1-arylisoquinoline N-oxides through kinetic resolution using a commercially available, cost-effective, and bench-stable chiral mono-protected amino acid has been uncovered. The high conformational stability of the axially chiral products in different solvents and at high temperatures, as observed from the experimental studies and DFT calculations, shows their excellent stability.

Graphical abstract: Synthesis of axially chiral biaryls via Pd(ii)-catalysed direct C(sp2)–H arylation

Supplementary files

Article information

Article type
Research Article
Submitted
28 May 2024
Accepted
14 Jun 2024
First published
17 Jun 2024

Org. Chem. Front., 2024,11, 4986-4991

Synthesis of axially chiral biaryls via Pd(II)-catalysed direct C(sp2)–H arylation

D. Parmar, R. Kumar, Sarthi, A. K. Sharma and U. Sharma, Org. Chem. Front., 2024, 11, 4986 DOI: 10.1039/D4QO00958D

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