Title of article :
Unexpected oxidation of a substituted benzo[a]phenazine: oxidative cleavage of a double bond and formation of a macrolactone
Author/Authors :
Goulart، نويسنده , , Mar??lia O.F. and Cioletti، نويسنده , , Alessandra G. and de Souza Filho، نويسنده , , José D. and De Simone، نويسنده , , Carlos A. and Castellano، نويسنده , , Eduardo E. and Emery، نويسنده , , Flavio S. and De Moura، نويسنده , , Kelly C.G. and Pinto، نويسنده , , Maria C.F.R. and Pinto، نويسنده , , Antônio V.، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2003
Pages :
5
From page :
3581
To page :
3585
Abstract :
Peroxidation of the phenazine of β-lapachone using m-ClC6H4CO3H/CH2Cl2 furnished a macrolactone with a rigid 10-membered ring, and the corresponding N-oxide, originating from the oxidative cleavage of the aromatic double bond at the site of fusion of the dihydropyrane moiety with the phenazine component. A third compound, a dihydrobenzophenazine-5-one, was also generated probably by hydrolysis of an intermediate epoxide-acetal or α-hydroxy-hemiacetal formed at the same site. All of the new compounds were fully characterized by X-ray diffractometry and spectroscopic methods.
Journal title :
Tetrahedron Letters
Serial Year :
2003
Journal title :
Tetrahedron Letters
Record number :
1661936
Link To Document :
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