Synthesis of Substituted 1,6-Diarylnaphthalenes via a Tandem Claisen Rearrangement and Ene Reaction Protocol
In this work, we developed a concise synthetic route for the synthesis of polysubstituted naphthalenes starting from commercially available isovanillin and its derivatives. Reaction with styryl bromide via O-styrylation, Claisen rearrangement, ene reaction, and O-alkylation occurred in high yields....
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| Veröffentlicht in: | Journal of organic chemistry 2017-03, Vol.82 (6), p.3317-3326 |
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| container_end_page | 3326 |
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| container_issue | 6 |
| container_start_page | 3317 |
| container_title | Journal of organic chemistry |
| container_volume | 82 |
| creator | Chan, Chieh-Kai Chen, Yu-Hsin Tsai, Yu-Lin Chang, Meng-Yang |
| description | In this work, we developed a concise synthetic route for the synthesis of polysubstituted naphthalenes starting from commercially available isovanillin and its derivatives. Reaction with styryl bromide via O-styrylation, Claisen rearrangement, ene reaction, and O-alkylation occurred in high yields. The key structures were confirmed by single-crystal X-ray diffraction. |
| doi_str_mv | 10.1021/acs.joc.7b00108 |
| format | Article |
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| title | Synthesis of Substituted 1,6-Diarylnaphthalenes via a Tandem Claisen Rearrangement and Ene Reaction Protocol |
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