NMR characterization of new 10‐membered‐ring macrolactones and dihydrobenzophenazine‐5‐one, oxidized derivatives of benzo[ a ]phenazines | Zendy

Goulart Marília O. F. | Zendy; Machado Reys José Rui | Zendy; Emery Flavio S. | Zendy; Pinto Antônio V. | Zendy; de Souza Filho José Dias | Zendy

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NMR characterization of new 10‐membered‐ring macrolactones and dihydrobenzophenazine‐5‐one, oxidized derivatives of benzo[ a ]phenazines

Author(s) -

Goulart Marília O. F.,

Machado Reys José Rui,

Emery Flavio S.,

Pinto Antônio V.,

de Souza Filho José Dias

Publication year - 2004

Publication title -

magnetic resonance in chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.483

H-Index - 72

eISSN - 1097-458X

pISSN - 0749-1581

DOI - 10.1002/mrc.1395

Subject(s) - chemistry , phenazine , heteronuclear single quantum coherence spectroscopy , ring (chemistry) , carbon 13 nmr , stereochemistry , proton nmr , oxide , two dimensional nuclear magnetic resonance spectroscopy , organic chemistry

Peroxidation of the phenazine of β‐lapachone using m ‐ClC 6 H 4 CO 3 HCH 2 Cl 2 furnished a macrolactone with a rigid 10‐membered ring, and the corresponding N ‐oxide, along with a dihydrobenzophenazine‐5‐one. All of the new compounds were fully characterized by spectroscopic methods, with the unambiguous assignment of the hydrogens and carbon NMR signals for the N ‐oxide, with the aid of 2‐D NMR, mainly COSY, HMQC, HSQC and HMBC. For the other two compounds some signals could not be assigned owing to their own intrinsic features. Copyright © 2004 John Wiley & Sons, Ltd.

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