Issue 36, 2016

PIFA-mediated ethoxyiodination of enamides with potassium iodide

Abstract

The regioselective ethoxyiodination of enamides was developed using PIFA in combination with potassium iodide in ethanol. The reaction proceeds regioselectively with excellent yields and diastereoselectivities, providing valuable synthons for further functionalisations. Control experiments were conducted, indicating that the transformation occurs through an ionic manifold involving an in situ generated hypoiodite species.

Graphical abstract: PIFA-mediated ethoxyiodination of enamides with potassium iodide

Supplementary files

Article information

Article type
Communication
Submitted
14 Jul 2016
Accepted
04 Aug 2016
First published
30 Aug 2016

Org. Biomol. Chem., 2016,14, 8448-8451

PIFA-mediated ethoxyiodination of enamides with potassium iodide

R. Beltran, S. Nocquet-Thibault, F. Blanchard, R. H. Dodd and K. Cariou, Org. Biomol. Chem., 2016, 14, 8448 DOI: 10.1039/C6OB01673A

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