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CC BY-ND-NC 4.0 · SynOpen 2019; 03(04): 142-147
DOI: 10.1055/s-0039-1690337
DOI: 10.1055/s-0039-1690337
letter
Biomimetic Iodofunctionalization of Aromatic and Heteroaromatic Compounds Catalyzed by Selenium Tetrachloride
This work was supported by the Fundação de Amparo à Pesquisa do Estado de São Paulo (São Paulo Research Foundation; FAPESP; Grant #2017/21990-0). B.C.O.R. thanks the National Council for Scientific and Technological Development (CNPq) and G.P.P. thanks the Coordination for the Improvement of Higher Education Personnel (CAPES) for their fellowships.Further Information
Publication History
Received: 17 October 2019
Accepted after revision: 29 October 2019
Publication Date:
19 November 2019 (online)
Abstract
A biomimetic iodofunctionalization of aromatic and heteroaromatic compounds has been developed using NaI as a source of iodine and 30% H2O2 as a mild oxidant, as well as SeCl4 as a commercially available catalyst in water without a co-solvent. The method affords iodinated compounds in isolated yields of 37 to 99%. The catalytic system has potential for the bromination of aromatic substrates.
Key words
biomimetic synthesis - iodofunctionalization - selenium catalysis - iodination - aqueous reactionSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1690332.
- Supporting Information
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Selected examples of deiodination reactions catalyzed by selenium compounds: