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One pot synthesis of pyrrolo[3,2,1-de]phenanthridines from 7-phenylindoles via tandem C–H olefination/aza-Michael addition

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Abstract

An unprecedented one-pot C–H olefination/aza-Michael addition tandem process has been developed for the synthesis of pyrrolo[3,2,1-de]phenanthridines from 7-phenylindoles and alkenes using a [Cp*RhCl2]2/AgOAc/Me4NOAc catalytic system. A relatively wide range of functional groups are tolerated, and a variety of pyrrolo[3,2,1-de]phenanthridines are obtained in good to excellent yields.

Graphical abstract: One pot synthesis of pyrrolo[3,2,1-de]phenanthridines from 7-phenylindoles via tandem C–H olefination/aza-Michael addition

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Publication details

The article was received on 12 Sep 2019, accepted on 06 Nov 2019 and first published on 07 Nov 2019


Article type: Research Article
DOI: 10.1039/C9QO01135H
Org. Chem. Front., 2019, Advance Article

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    One pot synthesis of pyrrolo[3,2,1-de]phenanthridines from 7-phenylindoles via tandem C–H olefination/aza-Michael addition

    Y. Yuan, G. Pan, X. Zhang and Q. Huang, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO01135H

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