Electrochemical Synthesis of Fluorinated Ketones from Enol Acetates and Sodium Perfluoroalkyl Sulfinates

Electrochemical Synthesis of Fluorinated Ketones from Enol Acetates and Sodium Perfluoroalkyl Sulfinates Full article

Journal

Organic Letters
ISSN: 1523-7060 , E-ISSN: 1523-7052

Output data

Year: 2021, Volume: 23, Number: 13, Pages: 5107-5112 Pages count : 6 DOI: 10.1021/acs.orglett.1c01643

Authors

Vil Vera A. ¹ , Merkulova Valentina M. ¹ , Ilovaisky Alexey I. ¹ , Paveliev Stanislav A. ¹ , Nikishin Gennady I. ¹ , Terent’ev Alexander O. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, Russian Federation

The electrochemical synthesis of fluorinated ketones from enol acetates and RfSO2Na in an undivided cell under constant current conditions was developed. The electrosynthesis proceeded via perfluoroalkyl radical generation from sodium perfluoroalkyl sulfinate followed by addition to the enol acetate and transformation of the resulting C radical to a fluorinated ketone. The method is applicable to a wide range of enol acetates and results in the desired products in yields of 20 to 85%.

Vil V.A. , Merkulova V.M. , Ilovaisky A.I. , Paveliev S.A. , Nikishin G.I. , Terent’ev A.O.
Electrochemical Synthesis of Fluorinated Ketones from Enol Acetates and Sodium Perfluoroalkyl Sulfinates
Organic Letters. 2021. V.23. N13. P.5107-5112. DOI: 10.1021/acs.orglett.1c01643 WOS Scopus OpenAlex

Web of science:	WOS:000670661700034
Scopus:	2-s2.0-85108633437
OpenAlex:	W3169833328

DB	Citing
OpenAlex	31
Web of science	31
Scopus	27