Diverting Reactive Intermediates Toward Unusual Chemistry: Unexpected Anthranil Products from Davis-Beirut Reaction.
J Org Chem
; 82(20): 10875-10882, 2017 10 20.
Article
em En
| MEDLINE
| ID: mdl-28922917
ABSTRACT
The discovery of a new variation on the Davis-Beirut reaction is described in which an atypical heterocyclic framework (the anthranil or benzo[c]isoxazole framework) is formed as the result of diversion of a key reactive intermediate away from its expected reactivity-a potentially general approach to reaction design and development. Experimental and computational support for the proposed mechanism and origins of altered reactivity are described.
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Base de dados:
MEDLINE
Assunto principal:
Isoxazóis
Idioma:
En
Ano de publicação:
2017
Tipo de documento:
Article