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Study on the Transannular Lead Tetraacetate Oxidation of Some Medium‐sized Ring Diketone Bis(arylhydrazones)
Author(s) -
MalamidouXenikaki Elizabeth,
Alexandrou Nicholas E.
Publication year - 1986
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198619860207
Subject(s) - chemistry , diketone , sulfuric acid , bicyclic molecule , medicinal chemistry , ring (chemistry) , organic chemistry
Oxidation of bis(arylhydrazones) 1a – d of 1,5‐cyclooctanedione with lead tetraacetate mainly leads, via a transannular reaction, to the corresponding bicyclic bis(arylazo) compounds 3a – d , whereas bis(arylhydrazones) 2a – d of 3,8‐cyclodecadiene‐1,6‐dione under the same conditions mainly give monocyclic bis(acetoxy)bis(arylazo) products 6a – d . The reaction of bis(arylazo) derivatives 3 with sulfuric acid is also examined.