Issue 14, 2019

2-Methoxyphenyl isocyanate: a chemoselective multitasking reagent for an amine protection/deprotection sequence

Abstract

Organic amines, in general, are protected through carbamate bond mediated cappings. Herein, we have demonstrated the chemically stable urea linkage suitably employed for protection/deptrotection of amino groups. The stability of the urea linkage under acidic, alkaline and aqueous conditions is an additional advantage for such a protecting group. Therefore the chemoselective nature of 2-methoxyphenyl isocyanate enables its use as a new class of protecting groups which can regenerate free amines after a convenient deprotection step.

Graphical abstract: 2-Methoxyphenyl isocyanate: a chemoselective multitasking reagent for an amine protection/deprotection sequence

Supplementary files

Article information

Article type
Research Article
Submitted
23 Feb 2019
Accepted
16 Apr 2019
First published
17 Apr 2019

Org. Chem. Front., 2019,6, 2360-2364

2-Methoxyphenyl isocyanate: a chemoselective multitasking reagent for an amine protection/deprotection sequence

A. B. Velappan, S. Kogatam, D. Datta, R. Srithar, G. Nanjappan and J. Debnath, Org. Chem. Front., 2019, 6, 2360 DOI: 10.1039/C9QO00293F

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