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

Kaicharla, Trinadh ; Jacob, Anu ; Gonnade, Rajesh G. ; Biju, Akkattu T. (2017) AgOTf-catalyzed dehydrative [3+2] annulation of aziridines with 2-naphthols Chemical Communications, 53 (58). pp. 8219-8222. ISSN 1359-7345

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Official URL: http://doi.org/10.1039/C7CC03425C

Related URL: http://dx.doi.org/10.1039/C7CC03425C

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.

Item Type:Article
Source:Copyright of this article belongs to Royal Society of Chemistry
ID Code:128646
Deposited On:03 Nov 2022 06:50
Last Modified:03 Nov 2022 06:50

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