tert-Butyl Nitrite Mediated Regiospecific Nitration of (E)-Azoarenes through Palladium-Catalyzed Directed CH Activation

An efficient protocol for the Pd‐catalyzed regiospecific ortho‐nitration of (E)‐azoarenes has been achieved for the first time using tBuONO as a nitrating agent under atmospheric oxygen. A series of both symmetrical and unsymmetrical azoarenes were nitrated efficiently by this procedure providing ex...

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Veröffentlicht in:Chemistry : a European journal 2014-08, Vol.20 (32), p.9862-9866
Hauptverfasser: Majhi, Biju, Kundu, Debasish, Ahammed, Sabir, Ranu, Brindaban C.
Format: Artikel
Sprache:eng
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Zusammenfassung:An efficient protocol for the Pd‐catalyzed regiospecific ortho‐nitration of (E)‐azoarenes has been achieved for the first time using tBuONO as a nitrating agent under atmospheric oxygen. A series of both symmetrical and unsymmetrical azoarenes were nitrated efficiently by this procedure providing excellent chemo‐ and regioselectivity and compatibility with a broad array of functional groups. Well placed: An efficient protocol for the Pd‐catalyzed regiospecific ortho‐nitration of (E)‐azoarenes has been achieved by using tBuONO as a nitrating agent under atmospheric oxygen. A series of both symmetrical and unsymmetrical azoarenes were nitrated efficiently by this procedure, providing excellent chemo‐ and regioselectivity and compatibility with a broad array of functional groups.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201403325