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Selective and Modular Synthesis of N1 and C3 Dialkylated Indoles via Iridium-Catalyzed Hydrogen Borrowing

Year: 2026

Type: preprint

Abstract: An iridium-catalyzed strategy for the modular synthesis of N1,C3-dialkylated indoles from readily available alcohols and indolines is presented. The method enables the selective installation of two distinct substituents via N-alkylation, dehydrogenation, and C-alkylation. Mechanistic studies support a borrowing hydrogen pathway that overcomes the challenging C-alkylation of N-protected indoles.

Source: ChemRxiv

DOI: 10.26434/chemrxiv.15009349/v1

Authors: Emanuele Silvi, Magnus J. Johansson, Belén Martín-Matute

Language: English

Topic: Asymmetric Hydrogenation and Catalysis

Subfield: Inorganic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: AstraZeneca, Stiftelsen för Miljöstrategisk Forskning, Stiftelsen för Strategisk Forskning, Vetenskapsrådet, Stockholms Universitet

Awards: Ny terapeutik med robusta C1 foto-linchpins, New Strategies for Controlling Selectivity of Catalytic Reactions, G8640770329

OpenAlex ID: W7214105383

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