- Concise syntheses of dictyodendrins A and F by a sequential C-H functionalization strategy.
Concise syntheses of dictyodendrins A and F by a sequential C-H functionalization strategy.
Journal of the American Chemical Society (2015-01-07)
Atsushi D Yamaguchi, Kathryn M Chepiga, Junichiro Yamaguchi, Kenichiro Itami, Huw M L Davies
PMID25562696
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.