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Synthesis of Nitro-Substituted Polyfunctional Biphenyls by Negishi Cross-Coupling of o-Nitroarylzinc Reagents

✍ Scribed by Ioannis Sapountzis; Henry Dube; Paul Knochel

Publisher: John Wiley and Sons
Year: 2004
Tongue: English
Weight: 139 KB
Volume: 346
Category: Article
ISSN: 1615-4150
DOI: 10.1002/adsc.200303235

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✦ Synopsis

Abstract

The iodine‐magnesium exchange reaction allows the preparation of polyfunctional arylmagnesium species bearing a nitro group in the ortho‐position. After transmetalation to the corresponding arylzinc compound, these organometallics undergo a palladium‐catalyzed Negishi cross‐coupling with various aryl iodides to provide polyfunctional biphenyls bearing nitro groups in moderate to good yields.

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