Molecules 2013, 18(12), 14797-14806; doi:10.3390/molecules181214797
Article

New Short Strategy for the Synthesis of the Dibenz[b,f]oxepin Scaffold

1email, 2email, 1email and 1,* email
Received: 14 November 2013; in revised form: 26 November 2013 / Accepted: 26 November 2013 / Published: 29 November 2013
(This article belongs to the Section Theoretical Chemistry)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: 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.
Keywords: dibenzoxepins; Wittig reaction; McMurry reaction; aromatic nucleophilic substitution
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MDPI and ACS Style

Moreno, D.R.R.; Giorgi, G.; Salas, C.O.; Tapia, R.A. New Short Strategy for the Synthesis of the Dibenz[b,f]oxepin Scaffold. Molecules 2013, 18, 14797-14806.

AMA Style

Moreno DRR, Giorgi G, Salas CO, Tapia RA. New Short Strategy for the Synthesis of the Dibenz[b,f]oxepin Scaffold. Molecules. 2013; 18(12):14797-14806.

Chicago/Turabian Style

Moreno, David R.R.; Giorgi, Giorgio; Salas, Cristian O.; Tapia, Ricardo A. 2013. "New Short Strategy for the Synthesis of the Dibenz[b,f]oxepin Scaffold." Molecules 18, no. 12: 14797-14806.

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