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Issue 49, 2014
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Base-catalyzed bicyclization of dialkyl glutaconates with cinnamoylacetamides: a synthetic strategy for isoquinolinedione derivatives

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Abstract

We report here that polysubstituted dihydroisoquinolones and isoquinolones can be constructed by the one-pot reaction of the readily available acyclic α,β-unsaturated carbonyl precursors and dialkyl glutaconates under mild basic conditions (1–45 min for the former vs. 1–6 h for the latter) via the domino process involving [3+3] annulation/intramolecular aza-cyclization.

Graphical abstract: Base-catalyzed bicyclization of dialkyl glutaconates with cinnamoylacetamides: a synthetic strategy for isoquinolinedione derivatives

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Article information


Submitted
11 Sep 2013
Accepted
17 Apr 2014
First published
17 Apr 2014

Chem. Commun., 2014,50, 6458-6460
Article type
Communication

Base-catalyzed bicyclization of dialkyl glutaconates with cinnamoylacetamides: a synthetic strategy for isoquinolinedione derivatives

L. Li, Y. Zhao, H. Wang, Y. Li, X. Xu and Q. Liu, Chem. Commun., 2014, 50, 6458
DOI: 10.1039/C3CC46931J

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