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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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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… Click to show full 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.

Keywords: olefination aza; pyrrolo phenanthridines; pyrrolo; michael addition; aza michael; one pot

Journal Title: Organic chemistry frontiers
Year Published: 2020

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