Visible-light induced transition-metal and photosensitizer-free conversion of aldehydes to acyl fluorides under mild conditions

Yatao Lang; Xinlong Han; Xiangjun Peng; Zhong Zheng; Chaojun Li; Huiying Zeng

Green Synthesis and Catalysis (Nov 2022)

Visible-light induced transition-metal and photosensitizer-free conversion of aldehydes to acyl fluorides under mild conditions

Yatao Lang,
Xinlong Han,
Xiangjun Peng,
Zhong Zheng,
Chaojun Li,
Huiying Zeng

Affiliations

Yatao Lang: The State Key Laboratory of Applied Organic Chemistry, and the College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China
Xinlong Han: The State Key Laboratory of Applied Organic Chemistry, and the College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China
Xiangjun Peng: Key Laboratory of Prevention and Treatment of Cardiovascular and Cerebrovascular Diseases of Ministry of Education, Gannan Medical University, Ganzhou 341000, China
Zhong Zheng: The State Key Laboratory of Applied Organic Chemistry, and the College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China
Chaojun Li: Department of Chemistry, and FQRNT Centre for Green Chemistry and Catalysis, McGill University, Montreal, Quebec H3A 0B8, Canada
Huiying Zeng: The State Key Laboratory of Applied Organic Chemistry, and the College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China; Corresponding author.

Journal volume & issue: Vol. 3, no. 4
pp. 373 – 376

Abstract

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Acyl fluorides are powerful synthons for acylation with wide application in the synthesis of valued compounds, especially peptides. Herein, a practical and catalyst-free method for the synthesis of acyl fluorides from aldehydes via C(sp2)–H fluorination is reported. This method enables the conversion of both aliphatic and aromatic aldehydes into acyl fluorides in good to excellent yields by visible-light under mild conditions in the absence of transition-metal and external photosensitizer. A variety of functional groups were well tolerated for this transformation. This green method provides a practical pathway to synthesize acyl fluorides under mild conditions.

Published in Green Synthesis and Catalysis

ISSN: 2666-5549 (Online)
Publisher: KeAi Communications Co. Ltd.
Country of publisher: China
LCC subjects: Technology: Chemical technology; Science: Chemistry: Organic chemistry: Biochemistry
Website: https://www.keaipublishing.com/en/journals/green-synthesis-and-catalysis/

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