Photocatalytic Reductive Fluoroalkylation of Nitrones

Photocatalytic Reductive Fluoroalkylation of Nitrones Full article

Journal

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

Output data

Year: 2018, Volume: 20, Number: 3, Pages: 840-843 Pages count : 4 DOI: 10.1021/acs.orglett.7b03987

Authors

Supranovich Vyacheslav I. ¹ , Levin Vitalij V. ¹ , Struchkova Marina I. ¹ , Dilman Alexander D. ¹

Affiliations

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

A method for the addition of fluorinated groups to nitrones using an iridium photocatalyst and ascorbic acid as a stoichiometric reducing agent is described. The reaction proceeds through the generation of fluorinated radicals by single-electron reduction of fluorinated alkyl iodides with an iridium complex mediated by visible light. Besides perfluorinated reagents, partially fluorinated alkyl iodides can also be effectively used leading to the products, which cannot be obtained by conventional nucleophilic addition reactions. The resulting hydroxylamines can be readily converted to valuable fluorinated amines by reduction with zinc.

Supranovich V.I. , Levin V.V. , Struchkova M.I. , Dilman A.D.
Photocatalytic Reductive Fluoroalkylation of Nitrones
Organic Letters. 2018. V.20. N3. P.840-843. DOI: 10.1021/acs.orglett.7b03987 WOS Scopus OpenAlex

Web of science:	WOS:000424729800087
Scopus:	2-s2.0-85041635316
OpenAlex:	W2784442851

DB	Citing
OpenAlex	39
Scopus	38