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Updated: Apr 18, 2026

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Published on: June 10, 2021
Concise syntheses of dictyodendrins A and F by a sequential C-H functionalization strategy
Atsushi D Yamaguchi1, Kathryn M Chepiga, Junichiro Yamaguchi
1Department of Chemistry, Graduate School of Science, §Institute of Transformative Bio-Molecules (WPI-ITbM), and ∥JST, ERATO, Itami Molecular Nanocarbon Project, Nagoya University , Chikusa, Nagoya 464-8602, Japan.
Abstract:
Syntheses of dictyodendrins A and F have been achieved using a sequential C-H functionalization strategy. The N-alkylpyrrole core is fully functionalized by means of a rhodium(I)-catalyzed C-H arylation at the C3-position, a rhodium(II)-catalyzed double C-H insertion at the C2- and C5-positions, and a Suzuki-Miyaura cross-coupling reaction at the C4-position. The syntheses of dictyodendrins A and F were completed by formal 6π-electrocyclization to generate the pyrrolo[2,3-c]carbazole core of the natural products.
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The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is...
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