A new method for the synthesis of dinaphtho[1,2‐<i>b</i>;2′,1′‐<i>d</i>]thiophenes and selenophenes

DOI DOI Web Site Web Site 研究データあり 被引用文献4件 オープンアクセス

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公開日
2007-04
権利情報
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/hc.20291
  • 10.1002/chin.200733164
公開者
Wiley

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<jats:title>Abstract</jats:title><jats:p>Naphthalene‐1‐sulfonic acid dimethylamides were treated with <jats:italic>n</jats:italic>‐BuLi and elemental sulfur or selenium to afford dinaphtho[1,2‐<jats:italic>b</jats:italic>:2′,1′‐<jats:italic>d</jats:italic>]thiophenes and selenophenes, respectively. This is the first example of making two CS/Se bonds and a CC bond in a single step at room temperature and also demonstrates a useful method for the synthesis of both thiophenes and selenophenes on naphthalene. In the case of the reactions of elemental selenium, diselenides were also obtained along with dinaphtho[1,2‐<jats:italic>b</jats:italic>:2′,1′‐<jats:italic>d</jats:italic>]selenophenes. The structure of dinaphtho[1,2‐<jats:italic>b</jats:italic>:′,1′‐<jats:italic>d</jats:italic>]thiophene was characterized by X‐ray crystallography as a representative molecule. © 2007 Wiley Periodicals, Inc. Heteroatom Chem 18:239–248, 2007; Published online in Wiley InterScience (<jats:ext-link xmlns:xlink="http://www.w3.org/1999/xlink" xlink:href="http://www.interscience.wiley.com">www.interscience.wiley.com</jats:ext-link>). DOI 10.1002/hc.20291</jats:p>

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