Tandem Reductive Cyclization–Dehydration Approach for the Synthesis of Cryptolepine Hydroiodide and Its Analogues

書誌事項

公開日
2013-02-21
権利情報
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/ejoc.201201586
公開者
Wiley

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説明

<jats:title>Abstract</jats:title><jats:p>A new and convenient synthesis of the indoloquinoline alkaloid cryptolepine hydroiodide is described through a tandem reductive cyclization–dehydration approach. This methodology employs a C–C bond formation through the C‐2 lithiation of a benzenesulfonyl‐protected indole and a C–N bond formation through a nitrene intermediate, which is produced from different organophosphorus reagents, to give a fused tetracyclic compound. The versatility of this method is demonstrated by the syntheses of a series of cryptolepine salts with substituents on the indole as well as the quinoline ring.</jats:p>

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