Total Synthesis of (+)-Psychotrimine and Formal Synthesisof (+)-Psychotetramine via Late-Stage Ni(II)-Photoredox N-Arylation

Abstract An efficient strategy for the total syntheses of architecturally complex alkaloids, (+)-psychotrimine (1), and formal synthesis of (+)-psychotetramine (2) has been achieved via late-stage Ni(II)-photoredox N-arylation. The method involves the formation of the key building blocks using mild indole addition to bromopyrroloindole and their assembly into the oligomeric hexahydropyrrolo[2,3-b]indole scaffolds via a blue LED-mediated metallaphotoredox-enabled C–N coupling reaction.

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Publication Details

Journal
Organic Letters
Published
2026-08-17
DOI
https://doi.org/10.1021/acs.orglett.6c02081
Primary Topic
Advanced Synthetic Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Total Synthesis of (+)-Psychotrimine and Formal Synthesisof (+)-Psychotetramine via Late-Stage Ni(II)-Photoredox N-Arylation

Debabrata Mondal, Alakesh Bisai, Arindam Khatua, Pranay Shyamal et al.
Organic Letters
Advanced Synthetic Organic Chemistry
article

Total Synthesis of (+)-Psychotrimine and Formal Synthesisof (+)-Psychotetramine via Late-Stage Ni(II)-Photoredox N-Arylation

Debabrata Mondal, Alakesh Bisai, Arindam Khatua, Pranay Shyamal, Satadru Dutta
article en

Abstract

Abstract An efficient strategy for the total syntheses of architecturally complex alkaloids, (+)-psychotrimine (1), and formal synthesis of (+)-psychotetramine (2) has been achieved via late-stage Ni(II)-photoredox N-arylation. The method involves the formation of the key building blocks using mild indole addition to bromopyrroloindole and their assembly into the oligomeric hexahydropyrrolo[2,3-b]indole scaffolds via a blue LED-mediated metallaphotoredox-enabled C–N coupling reaction.

Organic Letters
Indian Institute of Science Education and Research Kolkata (IN), Indian Institute of Science Education and Research, Bhopal (IN)
Department of Science and Technology, Ministry of Science and Technology, India, Ministry of Education, India, Science and Engineering Research Board
Sustainable cities and communities
Openalex Percentile: Top 18%
Advanced Synthetic Organic Chemistry
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