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

Organic Chemistry Frontiers Pub Date: 2019-04-17 DOI: 10.1039/C9QO00293F

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
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