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Issue 1, 2014
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Synthesis of benzosultams via an intramolecular sp2 C–H bond amination reaction of o-arylbenzenesulfonamides under metal-free conditions

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Abstract

A practical synthetic method for the generation of benzosultams via an intramolecular sp2 C–H bond amination reaction of o-arylbenzenesulfonamides with PhI(OAc)2–I2 under metal-free conditions is developed. A broad range of substrates are tolerated under mild reaction conditions, affording bioactive benzosultams in good to excellent yields. The resulting benzothiazines could be conveniently transformed into their corresponding iodinated derivatives via electrophilic substitution reactions.

Graphical abstract: Synthesis of benzosultams via an intramolecular sp2 C–H bond amination reaction of o-arylbenzenesulfonamides under metal-free conditions

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Publication details

The article was received on 05 Sep 2013, accepted on 25 Oct 2013, published on 29 Oct 2013 and first published online on 29 Oct 2013


Article type: Paper
DOI: 10.1039/C3OB41810C
Citation: Org. Biomol. Chem., 2014,12, 149-155
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    Synthesis of benzosultams via an intramolecular sp2 C–H bond amination reaction of o-arylbenzenesulfonamides under metal-free conditions

    Y. Li, Q. Ding, G. Qiu and J. Wu, Org. Biomol. Chem., 2014, 12, 149
    DOI: 10.1039/C3OB41810C

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