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Issue 14, 2014
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(Thio)urea-mediated benzoxazinone opening: mild approach towards synthesis of o-(substituted amido)benzamides

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Abstract

C-terminal activation of N-acylated o-aminobenzoic acids and their derivatives during coupling reactions with amines would often pose a challenge due to the formation of a benzoxazinone intermediate, which may resist reacting with amines. This communication reports a mild approach towards the installation of an amide bond via benzoxazinone ring opening utilizing Schreiner's (thio)urea organocatalyst.

Graphical abstract: (Thio)urea-mediated benzoxazinone opening: mild approach towards synthesis of o-(substituted amido)benzamides

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Publication details

The article was received on 17 Oct 2013, accepted on 21 Nov 2013 and first published on 22 Nov 2013


Article type: Communication
DOI: 10.1039/C3RA45903A
Citation: RSC Adv., 2014,4, 7058-7061
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    (Thio)urea-mediated benzoxazinone opening: mild approach towards synthesis of o-(substituted amido)benzamides

    R. V. Nair and G. J. Sanjayan, RSC Adv., 2014, 4, 7058
    DOI: 10.1039/C3RA45903A

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