Asymmetric rhodium-catalyzed click cycloaddition to access C-N axially chiral N-triazolyl indoles.

ABSTRACT: The copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction is regarded as a prime example of "click chemistry", but the asymmetric click cycloaddition of internal alkynes still remains challenging. A new asymmetric Rh-catalyzed click cycloaddition of N-alkynylindoles with azides was developed, providing atroposelective access to C-N axially chiral triazolyl indoles, a new type of heterobiaryl, with excellent yields and enantioselectivity. This asymmetric approach is efficient, mild, robust and atom-economic, and features very broad substrate scope with easily available Tol-BINAP ligands.

SUBMITTER: Zhou L 

PROVIDER: S-EPMC10189892 | biostudies-literature | 2023 May

REPOSITORIES: biostudies-literature