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Jurberg, Igor D. ; Nome, Rene A. ; Crespi, Stefano ; Atvars, Teresa D. Z. ; König, Burkhard

Visible Light-Enhanced C−H Amination of Cyclic Ethers with Iminoiodinanes

Jurberg, Igor D., Nome, Rene A., Crespi, Stefano , Atvars, Teresa D. Z. and König, Burkhard (2022) Visible Light-Enhanced C−H Amination of Cyclic Ethers with Iminoiodinanes. Advanced Synthesis & Catalysis 364, pp. 4061-4068.

Date of publication of this fulltext: 12 Dec 2022 13:05
Article
DOI to cite this document: 10.5283/epub.53409

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Abstract

A two-step protocol allowing the C−H amination of cyclic ethers with iminoiodinanes, followed by the reduction of the resulting intermediate has been developed for the preparation of amino alcohols. The initial C−H functionalization is accelerated by visible light, improving the reactivity compared to the thermal process performed in the dark. The effect of different substituents on the ...

A two-step protocol allowing the C−H amination of cyclic ethers with iminoiodinanes, followed by the reduction of the resulting intermediate has been developed for the preparation of amino alcohols. The initial C−H functionalization is accelerated by visible light, improving the reactivity compared to the thermal process performed in the dark. The effect of different substituents on the photochemical reactivity of iminoiodinanes has been studied both experimentally and computationally. Photophysical measurements and DFT calculations were performed to better understand the observed reactivities and corroborate the proposed mechanistic proposal.



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Details

Item typeArticle
Journal or Publication TitleAdvanced Synthesis & Catalysis
Publisher:Wiley
Volume:364
Page Range:pp. 4061-4068
Date4 November 2022
InstitutionsChemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Identification Number
ValueType
10.1002/adsc.202201095DOI
KeywordsIminoiodinanes; Cyclic Ethers; C- H functionalization; Amino Alcohols; Visible Light; Photochemistry
Dewey Decimal Classification500 Science > 540 Chemistry & allied sciences
StatusPublished
RefereedYes, this version has been refereed
Created at the University of RegensburgPartially
URN of the UB Regensburgurn:nbn:de:bvb:355-epub-534099
Item ID53409

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