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. 2015 Feb 20;17(4):802-5.
doi: 10.1021/ol503541z. Epub 2015 Feb 2.

Rh2(II)-catalyzed ester migration to afford 3H-indoles from trisubstituted styryl azides

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Rh2(II)-catalyzed ester migration to afford 3H-indoles from trisubstituted styryl azides

Chen Kong et al. Org Lett. .

Abstract

Rh2(II)-complexes trigger the formation of 3H-indoles from ortho-alkenyl substituted aryl azides. This reaction occurs through a 4π-electron-5-atom electrocyclization of the rhodium N-aryl nitrene followed by a [1,2]-migration to afford only 3H-indoles. The selectivity of the migration is dependent on the identity of the β-styryl substituent.

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