Ru(ii)-catalyzed regioselective (3 + 2)-annulation of anilines with allenes to access 2-vinylindoles.

ABSTRACT: Direct access to 2-vinylindole motifs from commercially available aniline precursors is an appealing yet challenging task. Conventional strategies often rely on pre-functionalized indoles or require harsh reaction conditions and so direct annulation of simple anilines for their synthesis remains an attractive alternative. Herein, we disclose a cost-effective Ru(ii)-catalyzed regioselective (3 + 2)-annulation of N-pyridyl anilines with allenyl carbinol acetates to access 2-vinylindoles at room temperature. The reaction proceeds through an unprecedented 3,2-migratory insertion of allenyl carbinol acetates to form a Ru-alkenyl intermediate, which is elusive so far in C-H activation. Catalyst screening revealed that the regioselectivity of migratory insertion of allene is governed by th

SUBMITTER: Dash OP 

PROVIDER: S-EPMC12862352 | biostudies-literature | 2025 Dec

REPOSITORIES: biostudies-literature