A convenient preparation of functionalized 1,8-dioxygenated naphthalenes from 6-alkoxybenzocyclobutenones.
J Org Chem
; 67(7): 2361-4, 2002 Apr 05.
Article
en En
| MEDLINE
| ID: mdl-11925256
ABSTRACT
An alternate route for the synthesis of naphthalene building blocks 1-4 has been developed, starting from readily available 6-alkoxybenzocyclobutenones. As thermolysis of a propynylbenzocyclobutenol only provided the naphthalene in low yield, allenyl-substituted benzocyclobutenols were investigated. The desired allenic precursors were prepared by a two-step procedure, which involved hydroxyl-directed reduction of the chloropropargylbenzocyclobutenols obtained from addition of lithiopropargyl chloride to the benzocyclobutenones. Thermolysis of the allenic alcohols gave the desired naphthalenes in good yields.
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Base de datos:
MEDLINE
Idioma:
En
Revista:
J Org Chem
Año:
2002
Tipo del documento:
Article