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. 2018 Aug 31;8(54):30678-30682.
doi: 10.1039/c8ra04249g. eCollection 2018 Aug 30.

Synthesis and investigation of new cyclic molecules using the stilbene scaffold

Affiliations

Synthesis and investigation of new cyclic molecules using the stilbene scaffold

Piotr Tobiasz et al. RSC Adv. .

Abstract

A new approach to the synthesis of asymmetrical cyclic compounds using a stilbene scaffold has been developed. The use of boron trifluoride diethyl etherate as the catalyst, both with and without paraformaldehyde, allows us to obtain new substituted dioxanes, oxanes, cyclic compounds or dimer. The analysis of products was run using experimental and theoretical methods.

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Conflict of interest statement

There are no conflicts to declare.

Figures

Fig. 1
Fig. 1. Prins reaction.
Fig. 2
Fig. 2. Putative intermediate I en route to the formation compounds 1,3-dioxanes (7–10).
Fig. 3
Fig. 3. Putative intermediate II en route to the formation compound (11).
Fig. 4
Fig. 4. Suggested mechanism of creation of the cyclic stilbenes (12) and (13).
Fig. 5
Fig. 5. The formation of dimer (15) and product (16).

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