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Synthesis 2012; 44(21): 3392-3398
DOI: 10.1055/s-0032-1316777
DOI: 10.1055/s-0032-1316777
paper
Functionalization of Chromones through an Aza-Baylis–Hillman-Type Reaction
Further Information
Publication History
Received: 17 July 2012
Accepted after revision: 22 August 2012
Publication Date:
17 September 2012 (online)
Abstract
The synthesis of (N,N′-bisalkoxycarbonyl)hydrazinochromones via the aza-Baylis–Hillman reaction of formylchromones and azodicarboxylates is reported. A plausible mechanistic scheme for the formation of these compounds, involving the chromone formyl group elimination, is proposed. Conformational analysis was performed by DFT calculations. The structure of one example was confirmed by XRD investigation. Full assignment of all 1H and 13C NMR chemical shifts has been unambiguously achieved.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
-
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