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. 2011 May 20;13(10):2598-601.
doi: 10.1021/ol2007154. Epub 2011 Apr 14.

Electrophile-driven regioselective synthesis of functionalized quinolines

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Electrophile-driven regioselective synthesis of functionalized quinolines

Shaukat Ali et al. Org Lett. .

Abstract

Highly substituted 3-iodoquinolines bearing different alkyl and aryl moieties can be synthesized in moderate to excellent yields (up to 99%) by 6-endo-dig iodocyclization of 2-tosylaminophenylprop-1-yn-3-ols with molecular iodine (I(2)) under mild conditions. The cyclization is highly regioselective and the resulting 3-iodoquinolines can be further functionalized by various coupling reactions.

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