Synthesis of dibenz[b,f]oxepins via manganese(III)-based oxidative 1,2-radical rearrangement.
J Org Chem
; 74(10): 3978-81, 2009 May 15.
Article
em En
| MEDLINE
| ID: mdl-19385611
ABSTRACT
The oxidation of monoalkyl 2-(9H-xanthenyl)malonates 1 with Mn(OAc)(3) gave the 9- or 10-dibenz[b,f]oxepincarboxylates 2 in good yields. The reaction proceeds with high regioselectivity except for the case of (1-methoxyxanthenyl)malonate 1 (R(1) = Me, R(2) = 1-MeO), which gave two regioisomers. It was proposed that the process for the formation of 2 must include the 1,2-aryl radical rearrangement followed by oxidative decarboxylation.
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1
Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Revista:
J Org Chem
Ano de publicação:
2009
Tipo de documento:
Article
País de afiliação:
Japão