FeI₂-Promoted Dehydrative Coupling and Iodocyclization Reaction of 4-Hydroxycoumarins and Propargyl Alcohols for the Synthesis of Chromone Derivatives

Abstract

The reaction of 4-hydroxycoumarins with propargyl alcohols was studied by using FeI₂. Chromone derivatives were obtained by a FeI₂-promoted sequential transformation involving dehydrative coupling followed by iodocyclization. The FeI₂-mediated iodocyclization of the coupling intermediates proceeded in a regioselective 6-endo-dig manner to give the chromone derivatives without the formation of coumarin derivatives.

Keywords

iron(II) iodide - dehydrative coupling - iodocyclization - 4-hydroxycoumarins - propargyl alcohols

Publication History

Received: 30 January 2025

Accepted after revision: 11 March 2025

Accepted Manuscript online:
11 March 2025

Article published online:
02 April 2025

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