Allylation of C(sp <sup>3</sup> )─H Bonds Using a MW/Persulfate Protocol

ABSTRACT The C(sp 3 )─H allylation reaction using allyl phenyl sulfone was affected by persulfate anion (PS) under microwave (MW) irradiation. The MW/PS protocol has been found to be applicable to a wide variety of C(sp 3 )─H bonds of ethers, alkanes, aldehydes, and ketones, leading to the C(sp 3 )─H allylated compounds. The origin of the site‐selectivity in the allylation of cyclohexanone is discussed in terms of the polarity‐governed transition states for the radical cascades involving hydrogen atom transfer (HAT), radical addition, and β‐elimination.

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Journal
Helvetica Chimica Acta
Published
2025-11-29
DOI
https://doi.org/10.1002/hlca.202500191
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Allylation of C(sp 3 )─H Bonds Using a MW/Persulfate Protocol

Ilhyong Ryu, Yen‐Ku Wu, Hsin‐Hsuan Lee, Chun‐Yu Chen
Helvetica Chimica Acta
Radical Photochemical Reactions
article

Allylation of C(sp 3 )─H Bonds Using a MW/Persulfate Protocol

Ilhyong Ryu, Yen‐Ku Wu, Hsin‐Hsuan Lee, Chun‐Yu Chen
article en

Abstract

ABSTRACT The C(sp 3 )─H allylation reaction using allyl phenyl sulfone was affected by persulfate anion (PS) under microwave (MW) irradiation. The MW/PS protocol has been found to be applicable to a wide variety of C(sp 3 )─H bonds of ethers, alkanes, aldehydes, and ketones, leading to the C(sp 3 )─H allylated compounds. The origin of the site‐selectivity in the allylation of cyclohexanone is discussed in terms of the polarity‐governed transition states for the radical cascades involving hydrogen atom transfer (HAT), radical addition, and β‐elimination.

Helvetica Chimica ActaVol. 109(1)
National Yang Ming Chiao Tung University (TW), Osaka Prefecture University (JP)
National Science and Technology Council, Japan Society for the Promotion of Science
Openalex Percentile: Top 72%
Radical Photochemical Reactions
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