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Synthesis 2016; 48(01): 141-149
DOI: 10.1055/s-0035-1560501
DOI: 10.1055/s-0035-1560501
paper
Synthesis of Allyl- and Prenylcoumarins via Microwave-Promoted Tandem Claisen Rearrangement/Wittig Olefination
Further Information
Publication History
Received: 18 August 2015
Accepted after revision: 22 September 2015
Publication Date:
20 October 2015 (online)
Abstract
Allyl, dimethylallyl, crotyl, and prenyl ethers of various aromatic ortho-hydroxy carbonyl compounds undergo a tandem sequence of Claisen rearrangement, carbonyl olefination, and cyclization upon microwave irradiation in the presence of a stabilized ylide. The products are multiply substituted 6- or 8-allylated or prenylated coumarins (2H-chromen-2-ones).
Key words
aldehydes - coumarins - ketones - microwave irradiation - olefination - tandem reaction - ylidesSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0035-1560501.
- Supporting Information
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