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

Jurberg, Igor D. and Nome, Rene A. and Crespi, Stefano and Atvars, Teresa D. Z. and Koenig, Burkhard (2022) Visible Light-Enhanced C-H Amination of Cyclic Ethers with Iminoiodinanes. ADVANCED SYNTHESIS & CATALYSIS, 364 (23). pp. 4061-4068. ISSN 1615-4150, 1615-4169

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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 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.

Item Type: Article
Uncontrolled Keywords: AZIRIDINATION; AMIDATION; REAGENT; IODINE; MILD; Iminoiodinanes; Cyclic Ethers; C-H functionalization; Amino Alcohols; Visible Light; Photochemistry
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 08 Feb 2024 08:42
Last Modified: 08 Feb 2024 08:42
URI: https://pred.uni-regensburg.de/id/eprint/57423

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