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).

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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

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article

Metallaphotoredox Deoxygenative Arylation of Alcohols: A Viable Strategy for the Synthesis of Tryptamine Derivatives

Laura Raimondi, Maurizio Benaglia, Alessandra Puglisi, Jacopo Brucoli et al.
1 citations
ChemCatChem
Chemical Synthesis and Analysis
0.81
article

Metallaphotoredox Deoxygenative Arylation of Alcohols: A Viable Strategy for the Synthesis of Tryptamine Derivatives

Laura Raimondi, Maurizio Benaglia, Alessandra Puglisi, Jacopo Brucoli, Davide Gariboldi, Francesca Franco
article en
1 citations

Abstract

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).

ChemCatChemVol. 17(12)
University of Milan (IT)
Università degli Studi di Milano, European Commission, Papua New Guinea University of Technology
Openalex Percentile: Top 29%
Chemical Synthesis and Analysis
0.81
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