title: Concise syntheses of dictyodendrins A and F by a sequential C-H functionalization strategy.
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.
authors.affiliation: Department 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.
authors.forename: Atsushi D
authors.initials: AD
authors.lastname: Yamaguchi
authors.forename: Kathryn M
authors.initials: KM
authors.lastname: Chepiga
authors.forename: Junichiro
authors.initials: J
authors.lastname: Yamaguchi
authors.forename: Kenichiro
authors.initials: K
authors.lastname: Itami
authors.forename: Huw M L
authors.initials: HM
authors.lastname: Davies
mesh_terms: D002227:Carbazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D006859:Hydrogen / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry
chemical_list: D002227:Carbazoles; D011758:Pyrroles; C554398:dictyodendrin A; C000601162:dictyodendrins F; D002244:Carbon; D006859:Hydrogen; D012238:Rhodium