Metal-free 5-exo-dig cyclization of propargyl urea using TBAF

DOI: 10.1016/j.tetlet.2014.06.098

Source and publish data:

Tetrahedron Letters p. 4632 - 4635 (2014)

Update date:2022-08-04

Topics: TBAF Metal-free 5-Exo-Dig Cyclization

Authors:

Huguenot, Florent

Delalande, Clémence

Vidal, Michel

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Article abstract of DOI:10.1016/j.tetlet.2014.06.098

We present the first results of the intramolecular cyclization of propargyl ureas catalyzed by TBAF. Depending on the substituents close to the triple bond, imidazolone or methylene-imidazolidinone was obtained. The dual activation of the triple bond by interaction with TBAF via the cation-π is thought to be responsible.

Full text of DOI:10.1016/j.tetlet.2014.06.098

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