Journal
MOLECULES
Volume 18, Issue 12, Pages 14797-14806Publisher
MDPI AG
DOI: 10.3390/molecules181214797
Keywords
dibenzoxepins; Wittig reaction; McMurry reaction; aromatic nucleophilic; substitution
Funding
- FONDECYT [1110749]
- Millenium Nucleus CILIS [ICM-P10-003-F]
- CONICYT [AT-24121514]
- Latin American Scholarship Santander Universities Program
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In this report a short and efficient synthesis of the dibenz[b,f]oxepin framework through intramolecular SNAr and McMurry reactions is described. The diaryl ethers required for the McMurry reaction have been obtained in good yields under microwave-assisted conditions of the reaction of salicylaldehydes with fluorobenzaldehydes without catalysts. Application of an intramolecular McMurry reaction to the synthesized diarylethers using TiCl4/Zn in THF gave the target dibenzo[b,f]oxepin system in 53%-55% yields.
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