Pro‐aromatic Dihydroquinazolinones – From Multigram Synthesis to Reagents for Gram‐scale Metallaphotoredox Reactions.
In: Chemistry - An Asian Journal, Jg. 19 (2024-02-01), Heft 3, S. 1-8
Online
academicJournal
Zugriff:
Dihydroquinazolinone (DHQZ) has recently been harnessed as a ketone‐derived pro‐aromatic reagent extensively employed in (metalla)photoredox reactions as versatile group transfer agents. In this work, we outline a column chromatography‐free protocol for the multigram‐scale synthesis of pro‐aromatic DHQZs as well as its use in a gram‐scale nickel/photoredox dual‐catalyzed cross‐coupling in single‐batch, photoflow, and simultaneous multiple smaller batches. While the single‐batch approach leveraged moderate yields, a simple plug‐flow photoreactor also exhibited amenable productivity (up to 45 % yield) despite the use of a heterogeneous base. Meanwhile, performing the metallaphotoredox‐catalyzed reaction in multiple smaller batches in an improvised photoreactor facilitated high yields of up to 59 % and good reproducibility, implying a convenient alternative in the absence of photoflow setups. [ABSTRACT FROM AUTHOR]
Titel: |
Pro‐aromatic Dihydroquinazolinones – From Multigram Synthesis to Reagents for Gram‐scale Metallaphotoredox Reactions.
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Autor/in / Beteiligte Person: | Tsai, Zong‐Nan ; Li, Li‐Yun ; Paculba, Aira Shayne ; Miñoza, Shinje ; Tsao, Yong‐Ting ; Lin, Pei‐Shan ; Liao, Hsuan‐Hung |
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Zeitschrift: | Chemistry - An Asian Journal, Jg. 19 (2024-02-01), Heft 3, S. 1-8 |
Veröffentlichung: | 2024 |
Medientyp: | academicJournal |
ISSN: | 1861-4728 (print) |
DOI: | 10.1002/asia.202301004 |
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