Issue 5, 2011
From the journal:

Organic & Biomolecular Chemistry

Tandem Blaise–Nenitzescu reaction: one-pot synthesis of 5-hydroxy-α-(aminomethylene)benzofuran-2(3H)-ones from nitriles†

Yu Sung Chun,a   Ka Yeon Ryu,a   Ju Hyun Kim,a   Hyunik Shin*b  and  Sang-gi Lee*a  

* Corresponding authors

a Department of Chemistry and Nano Science (BK21), Ewha Womans University, Seoul, Korea
E-mail: sanggix@ewha.ac.kr
Fax: +82-23277-3419
Tel: +82-2-3277-4505

b Chemical Development Division, LG Life Sciences, Ltd./R&D, Daejeon, Korea

Abstract

In contrast to the reaction of benzoquinones with β-enaminoesters providing indoles (Nenitzescu reaction), the tandem one-pot reaction of the Blaise reaction intermediate, zinc bromide complex of β-enaminoesters, with benzoquinone affords 5-hydroxy-α-(aminomethylene)benzofuran-2(3H)-ones in good to excellent yields (tandem Blaise–Nenitzescu reaction).

Graphical abstract: Tandem Blaise–Nenitzescu reaction: one-pot synthesis of 5-hydroxy-α-(aminomethylene)benzofuran-2(3H)-ones from nitriles

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Article information

DOI
https://doi.org/10.1039/C0OB01024C
Article type
Communication
Submitted
18 Aug 2010
Accepted
29 Nov 2010
First published
30 Nov 2010

Org. Biomol. Chem., 2011,9, 1317-1319

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Tandem Blaise–Nenitzescu reaction: one-pot synthesis of 5-hydroxy-α-(aminomethylene)benzofuran-2(3H)-ones from nitriles

Y. S. Chun, K. Y. Ryu, J. H. Kim, H. Shin and S. Lee, Org. Biomol. Chem., 2011, 9, 1317 DOI: 10.1039/C0OB01024C

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