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Updated: Jun 11, 2025

Scale-up Chemical Synthesis of Thermally-activated Delayed Fluorescence Emitters Based on the Dibenzothiophene-S,S-Dioxide Core
Published on: October 24, 2017
1,1'-Diarylethylene as a Key Additive for the Visible Light Synthesis of Bioactive Dihydrobenzo[a]phenanthridine
Kena Zhang1, Christine Tran1, Jun Yan1
1Université Paris-Saclay, CNRS, BioCIS, Orsay 91400, France.
Abstract:
This study introduces a straightforward synthetic approach for generating 7,8-dihydrobenzo[a]phenanthridine analogs through visible-light-induced cyclization, showing promise as antitumor agents. Unexpectedly, the incorporation of 1,1'-diarylethylene as an additive significantly boosts yield. Through mechanistic investigations, we uncover its crucial role as a trap for the methyl radical formed after the N-O bond cleavage of O-acetyl oxime, promoting intramolecular cyclization of a nitrogen-centered imine radical. These insights into the mechanism pave the way for transformative advancements in this synthesis strategy.
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