Ring-size-selective construction of fluorine-containing carbocycles via intramolecular iodoarylation of 1,1-difluoro-1-alkenes

DOI 機関リポジトリ 機関リポジトリ (HANDLE) PDF Web Site ほか2件をすべて表示 一部だけ表示 研究データあり 被引用文献1件 参考文献33件 オープンアクセス

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公開日
2017-12
資源種別
journal article
権利情報
  • © 2017 Fujita et al.; licensee Beilstein-Institut.
  • This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0) which permits unrestricted use distribution and reproduction in any medium provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (http://www.beilstein-journals.org/bjoc)
DOI
  • 10.3762/bjoc.13.266
公開者
Beilstein-Institut

説明

<jats:p>1,1-Difluoro-1-alkenes bearing a biaryl-2-yl group effectively underwent site-selective intramolecular iodoarylation by the appropriate cationic iodine species. Iodoarylation of 2-(2-aryl-3,3-difluoroallyl)biaryls proceeded via regioselective carbon–carbon bond formation at the carbon atoms in β-position to the fluorine substituents, thereby constructing dibenzo-fused six-membered carbocycles bearing a difluoroiodomethyl group. In contrast, 2-(3,3-difluoroallyl)biaryls underwent a similar cyclization at the α-carbon atoms to afford ring-difluorinated seven-membered carbocycles.</jats:p>

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