Premium
Über die Bildung von Dihydro‐1,2‐oxazin‐ N ‐oxiden durch intramolekulare Addition eines Nitronat‐Anions an eine Carbonylgruppe
Author(s) -
Kienzle Frank,
Fellmann JeanYves,
Stadlwieser Josef
Publication year - 1984
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19840670320
Subject(s) - chemistry , nitronate , intramolecular force , medicinal chemistry , decomposition , carbonyl group , stereochemistry , organic chemistry , nitro , alkyl
The Formation of Dihydro‐1,2‐oxazine N ‐Oxides through an Intramolecular Addition of a Nitronate Anion to a Carbonyl Group Highly substituted 4‐keto‐1‐nitroalkanes cyclize under basic conditions to dihydro‐1,2‐oxazine N ‐oxides. These N ‐oxides are thermally unstable and decompose to 1,4‐diketones, BF 3 catalyzes a similar decomposition, but probably via a different mechanism.