Remote Diazenylation of Fluorinated Alkyl Iodides <i>via</i> 1,5-HAT

Herein, we demonstrated a site-selective diazenylation of fluorinated alkyl iodides via 1,5-hydrogen atom transfer using diazonium salts, in combination with iron metal and ferrocene as an inexpensive catalytic system. The reactions proceeded under mild conditions with high regioselectivity, thereby enabling the efficient synthesis of a diverse range of azo compounds that have been difficult to access by traditional synthetic methods.

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Publication Details

Journal
Chemical and Pharmaceutical Bulletin
Published
2025-10-01
DOI
https://doi.org/10.1248/cpb.c25-00506
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Remote Diazenylation of Fluorinated Alkyl Iodides via 1,5-HAT

Akiho Mizukami, Aoi Hirata, Kiyofumi Inamoto, Masahiro Abe et al.
Chemical and Pharmaceutical Bulletin
Fluorine in Organic Chemistry
article

Remote Diazenylation of Fluorinated Alkyl Iodides via 1,5-HAT

Akiho Mizukami, Aoi Hirata, Kiyofumi Inamoto, Masahiro Abe, Nagisa Yano, Airu Kataoka
article en

Abstract

Herein, we demonstrated a site-selective diazenylation of fluorinated alkyl iodides via 1,5-hydrogen atom transfer using diazonium salts, in combination with iron metal and ferrocene as an inexpensive catalytic system. The reactions proceeded under mild conditions with high regioselectivity, thereby enabling the efficient synthesis of a diverse range of azo compounds that have been difficult to access by traditional synthetic methods.

Chemical and Pharmaceutical BulletinVol. 73(10)
Mukogawa Women's University (JP)
Japan Society for the Promotion of Science
Openalex Percentile: Top 79%
Fluorine in Organic Chemistry
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