Introduction of the Acyl Group at the <scp>C7</scp> Position of Indole via <i>N</i> ‐Acyl Indole Photo‐Fries Rearrangement Under <scp>UV</scp> ‐C

ABSTRACT This study focused on the selective introduction of an acyl group at the C7 position of indole via amide photo‐Fries rearrangement. Utilizing UV‐C as the sole light source, the N ‐acyl group of indoles was successfully rearranged across the bridging carbon to the α‐position. This approach enabled a mild reaction and environmentally friendly conditions. The acyl substituent must be small or aliphatic to undergo successful rearrangement, unlike acyl radicals with larger or aromatic substituents.

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Publication Details

Journal
Journal of Heterocyclic Chemistry
Published
2025-09-16
DOI
https://doi.org/10.1002/jhet.70102
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
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article

Introduction of the Acyl Group at the C7 Position of Indole via N ‐Acyl Indole Photo‐Fries Rearrangement Under UV ‐C

Heya Na, Liu‐Lan Shen, Jin Hyun Jeong, Myeonggeuk Kim
Journal of Heterocyclic Chemistry
Radical Photochemical Reactions
article

Introduction of the Acyl Group at the C7 Position of Indole via N ‐Acyl Indole Photo‐Fries Rearrangement Under UV ‐C

Heya Na, Liu‐Lan Shen, Jin Hyun Jeong, Myeonggeuk Kim
article en

Abstract

ABSTRACT This study focused on the selective introduction of an acyl group at the C7 position of indole via amide photo‐Fries rearrangement. Utilizing UV‐C as the sole light source, the N ‐acyl group of indoles was successfully rearranged across the bridging carbon to the α‐position. This approach enabled a mild reaction and environmentally friendly conditions. The acyl substituent must be small or aliphatic to undergo successful rearrangement, unlike acyl radicals with larger or aromatic substituents.

Journal of Heterocyclic ChemistryVol. 62(11)
Yonsei University (KR), Korean National Police University (KR), Komipharm International (South Korea) (KR)
Openalex Percentile: Top 81%
Radical Photochemical Reactions
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