Metallaphotoredox Deoxygenative Arylation of Alcohols: A Viable Strategy for the Synthesis of Tryptamine Derivatives
Abstract A metallaphotoredox deoxygenative arylation of alcohols strategy has been applied to prepare in a one pot procedure tryptamine derivatives. Starting from 3‐Br indoles and 2‐amino alcohols, in the presence of an Ir photocatalyst and catalytic amounts of NiBr 2 , 3‐(2‐aminoethyl)‐substituted indoles have been synthesized in up to 76% yield after 2 h under blue LED irradiation. Improved productivity and space time yield were observed when continuous flow technologies were employed (60% yield with 30 min residence time).
Authors
- Laura Raimondi (ORCID: https://orcid.org/0000-0002-7314-1387)
- Maurizio Benaglia (ORCID: https://orcid.org/0000-0002-9568-9642)
- Alessandra Puglisi
- Jacopo Brucoli (ORCID: https://orcid.org/0009-0006-6658-6982)
- Davide Gariboldi
- Francesca Franco (ORCID: https://orcid.org/0009-0007-6652-4543)
Institutions
- University of Milan (IT)
Publication Details
- Journal
- ChemCatChem
- Published
- 2025-04-07
- DOI
- https://doi.org/10.1002/cctc.202500259
- Citations
- 1
- Primary Topic
- Chemical Synthesis and Analysis
- Type
- article
- Field-Weighted Citation Impact
- 0.81
Funders
- Università degli Studi di Milano
- European Commission
- Papua New Guinea University of Technology