A simple and facile route for the synthesis of 2H-1,4-benzoxazin-3-(4H)-ones via reductive cyclization of 2-(2-nitrophenoxy)acetonitrile adducts in the presence of Fe/acetic acid

A simple and facile route for the synthesis of 2H-1,4-benzoxazin-3-(4H)-ones via reductive cyclization of 2-(2-nitrophenoxy)acetonitrile adducts in the presence of Fe/acetic acid

A simple route for the synthesis of 1,4-benzoxazin-3-(4H)-ones is described herein. This method involves the reductive cyclization of 2-(2-nitrophenoxy)acetonitrile adducts in the presence of Fe/acetic acid in good to excellent yields. This system was compatible with various other functional groups.

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Veröffentlicht in:Tetrahedron 2011-02, Vol.67 (6), p.1187-1192
Hauptverfasser: RAMESH, Chintakunta, RAMA RAJU, B, KAVALA, Veerababurao, KUO, Chun-Wei, YAO, Ching-Fa
Format: Artikel
Sprache:eng
Schlagworte:
Acetic acid
Adducts
Chemistry
Compatibility
Exact sciences and technology
Functional groups
Heterocyclic compounds
Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms
Organic chemistry
Preparations and properties
Synthesis (chemistry)
Tetrahedrons
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Beschreibung
Zusammenfassung:A simple route for the synthesis of 1,4-benzoxazin-3-(4H)-ones is described herein. This method involves the reductive cyclization of 2-(2-nitrophenoxy)acetonitrile adducts in the presence of Fe/acetic acid in good to excellent yields. This system was compatible with various other functional groups.
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2010.11.095