Fluorine as an ortho-directing group in aromatic metalation: A two step preparation of substituted benzo[b]thiophene-2-carboxylates
1992; Elsevier BV; Volume: 33; Issue: 49 Linguagem: Inglês
10.1016/s0040-4039(00)60806-7
ISSN1873-3581
AutoresAlexander J. Bridges, Arthur Lee, Emmanuel C. Maduakor, C. Schwartz,
Tópico(s)Synthesis and Reactivity of Heterocycles
ResumoA simple 2-step synthesis of B-ring substituted benzo[b]thiophene-2-carboxylates from aryl fluorides has been developed. The route involves a selective lithiation ortho to fluorine, followed by formylation, and subsequently, displacement of fluorine with thioglycollate and base-induced ring closure in a single operation.
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