Synthesis of tetrafluorinated piperidines from nitrones via a visible-light-promoted annelation reaction

Synthesis of tetrafluorinated piperidines from nitrones via a visible-light-promoted annelation reaction Full article

Journal

Beilstein Journal of Organic Chemistry
ISSN: 2195-951X , E-ISSN: 1860-5397

Output data

Year: 2020, Volume: 16, Pages: 3104-3108 Pages count : 5 DOI: 10.3762/bjoc.16.260

Authors

Supranovich Vyacheslav I ¹ , Dmitriev Igor A ¹ , Dilman Alexander D ¹

Affiliations

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

A method for the one-step construction of 3,3,4,4-tetrafluorinated piperidines from nitrones and readily accessible tetrafluorinated iodobromobutane is described. The reaction requires an excess amount of ascorbic acid as the terminal reductant and is performed in the presence of an iridium photocatalyst activated by blue light. The annelation is a result of a radical addition at the nitrone, intramolecular nucleophilic substitution, and reduction of the N–O bond.

Supranovich V.I. , Dmitriev I.A. , Dilman A.D.
Synthesis of tetrafluorinated piperidines from nitrones via a visible-light-promoted annelation reaction
Beilstein Journal of Organic Chemistry. 2020. V.16. P.3104-3108. DOI: 10.3762/bjoc.16.260 WOS OpenAlex

Web of science:	WOS:000605538400001
OpenAlex:	W3117416861

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