A one-pot transformation of amides, ureas, carbamates and sulfonamides into synthetically useful N-allenyl analogues using a tBuOK/DMSO protocol is reported. The procedure is experimentally simple and robust, and provides N-allenyl analogues, commonly used within the literature, in yields comparable to the benchmark two-step approach.
Funding
We gratefully acknowledge financial support from the
Department of Chemistry at Loughborough University.
History
School
Science
Department
Chemistry
Published in
Tetrahedron Letters
Volume
56
Issue
2
Pages
350 - 352
Citation
BOUSFIELD, T.W. and KIMBER, M.C., 2015. A simple one-pot preparation of N-allenyl amides, ureas, carbamates and sulfonamides using a DMSO/tBuOK protocol. Tetrahedron Letters, 56 (2), pp. 350 - 352.
This work is made available according to the conditions of the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) licence. Full details of this licence are available at: https://creativecommons.org/licenses/by-nc-nd/4.0/
Publication date
2015
Notes
NOTICE: this is the author’s version of a work that was accepted for publication in Tetrahedron Letters. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Tetrahedron Letters, vol 56, issue 2, January 2015, DOI: 10.1016/j.tetlet.2014.11.093.