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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
This is the latest version of this item.
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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| Item type | Article | ||||
| Journal or Publication Title | Advanced Synthesis & Catalysis | ||||
| Publisher: | Wiley | ||||
|---|---|---|---|---|---|
| Volume: | 364 | ||||
| Page Range: | pp. 4061-4068 | ||||
| Date | 4 November 2022 | ||||
| Institutions | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König | ||||
| Identification Number |
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| Keywords | Iminoiodinanes; Cyclic Ethers; C- H functionalization; Amino Alcohols; Visible Light; Photochemistry | ||||
| Dewey Decimal Classification | 500 Science > 540 Chemistry & allied sciences | ||||
| Status | Published | ||||
| Refereed | Yes, this version has been refereed | ||||
| Created at the University of Regensburg | Partially | ||||
| URN of the UB Regensburg | urn:nbn:de:bvb:355-epub-534099 | ||||
| Item ID | 53409 |
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