An efficient new pathway for (±)-dasycarpidone has been synthesized. The most important step in the synthesis of (±)-dasycarpidone is the intramolecular cyclization of the azocino[4,3-b]indole skeleton, which is constructed via tetrafluoro-1,4-benzoquinone and tetrachloro-1,4-benzoquinone and a mediated dehydrogenative cyclization of a tetrahydrocarbazole derivative possessing an amide side chain and is accomplished with high yield. The structures of all the presently synthesized compounds were confirmed using spectroscopic methods (FT-IR, 1H NMR, 13C NMR).
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Financial support for this research was received from Scientific and Technological Research Council of Turkey (TUBITAK Project No. 112T503).
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Published in Khimiya Prirodnykh Soedinenii, No. 1, January–February, 2020, pp. 94–96.
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Uludag, N. A Facile and Convenient Synthesis of (±)-Dasycarpidone. Chem Nat Compd 56, 105–108 (2020). https://doi.org/10.1007/s10600-020-02954-y
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DOI: https://doi.org/10.1007/s10600-020-02954-y