Synthesis of Naphthalene Amino Esters by the Blaise Reaction of o‑Alkynylarenenitriles

The action of a Reformatsky reagent on o-alkynylarenenitriles provides a convenient access to naphthalene amino esters via tandem 6-endo-dig carbannulation of in situ generated Blaise reaction intermediates. The products are formed in moderate to good yields with high chemo- and regioselectivity.

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Veröffentlicht in:Journal of organic chemistry 2014-04, Vol.79 (7), p.3244-3248
Hauptverfasser: Sakthivel, Karuppusamy, Srinivasan, Kannupal
Format: Artikel
Sprache:eng
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Zusammenfassung:The action of a Reformatsky reagent on o-alkynylarenenitriles provides a convenient access to naphthalene amino esters via tandem 6-endo-dig carbannulation of in situ generated Blaise reaction intermediates. The products are formed in moderate to good yields with high chemo- and regioselectivity.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo500137m