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Synthesis of new fundamental heterocycles. Part VII . Synthesis of 2‐azaxanthene
Author(s) -
Sliwa H.,
Cordonnier C.
Publication year - 1977
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570140136
Subject(s) - chemistry , aromatization , enamine , aluminum hydride , morpholine , chromium trioxide , salicylaldehyde , condensation , lithium (medication) , organic chemistry , cyanation , aldol condensation , chromium , catalysis , polymer chemistry , medicine , schiff base , physics , thermodynamics , endocrinology , methoxide
2‐Azaxanthone ( 5 ) has been conveniently prepared by condensation of the morpholine enamine of 1‐benzyl‐4‐piperidone witli salicylaldehyde followed by chromium trioxide oxidation and subsequent aromatization. Lithium aluminum hydride reduction of 5 afforded the new fundamental heterocycle 2‐azaxanlhene.