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Metal-Free Efficient, General and Facile Iododecarboxylation Method with Biodegradable Co-Products

Kseniya Kulbitski, Gennady Nisnevich, Mark Gandelman*

*Schulich Faculty of Chemistry, Technion - Israel Institute of Technology, Technion City, Haifa 32000 Israel, Email: chmarktx.technion.ac.il

K. Kulbitski, G. Nisnevich, M. Gandelman, Adv. Synth. Catal., 2011, 353, 1438-1442.

DOI: 10.1002/adcs.201100145


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Abstract

An efficient and robust method enables a general conversion of aliphatic and aromatic carboxylic acids to organic iodides without the use of heavy metals or strong oxidizing agents. Commercially available N-iodoamides were used for both initiation and halogen donation under irradiative conditions. Isolation of the product is extremely simple and the major co-product is water-soluble.

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Key Words

Hunsdiecker reaction, DIH, iodoarenes, iodoalkanes, photochemistry


ID: JXX-Y2011