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Issue 58, 2017
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AgOTf-catalyzed dehydrative [3+2] annulation of aziridines with 2-naphthols

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Abstract

The reaction of 2-naphthols with aziridines in the presence of AgOTf resulting in a dehydrative, formal [3+2] annulation is reported. The reaction allows the synthesis of functionalized benzoindolines, and tolerates a broad range of functional groups. A preliminary study on the mechanism of this reaction indicates an SN1-type ring-opening of aziridines. This method is demonstrated for the one-pot synthesis of benzoindoles.

Graphical abstract: AgOTf-catalyzed dehydrative [3+2] annulation of aziridines with 2-naphthols

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Article information


Submitted
03 May 2017
Accepted
27 Jun 2017
First published
27 Jun 2017

Chem. Commun., 2017,53, 8219-8222
Article type
Communication

AgOTf-catalyzed dehydrative [3+2] annulation of aziridines with 2-naphthols

T. Kaicharla, A. Jacob, R. G. Gonnade and A. T. Biju, Chem. Commun., 2017, 53, 8219
DOI: 10.1039/C7CC03425C

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