A simple one-pot preparation of N-allenyl amides, ureas, carbamates and sulfonamides using a DMSO/tBuOK protocol

Bousfield, Thomas W.; Kimber, Marc

Tet Lett Allenamide Paper revised.pdf (292.17 kB)

A simple one-pot preparation of N-allenyl amides, ureas, carbamates and sulfonamides using a DMSO/tBuOK protocol

journal contribution

posted on 2015-03-02, 15:12 authored by Thomas W. Bousfield, Marc KimberMarc Kimber

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.

Publisher

Version

AM (Accepted Manuscript)

Publisher statement

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.